Best Vacation Rentals in Chesapeake

Top Vacation Rentals in Chesapeake

Plan your perfect getaway with our selection of vacation rentals in Chesapeake. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Chesapeake
Hyatt Place Chesapeake
Hotel
709 Eden Way North, Chesapeake, VA, VA 23320, USA

Featuring an indoor swimming pool and a fitness center, the Hyatt Place Chesapeake is in Chesapeake, Virginia. Free Wi-Fi access is available. A refrigerator, coffee machine and cable TV are included in each room. The bathrooms have a hairdryer and towels. The Hyatt Place Chesapeake provides a free airport shuttle service and a 24-hour front desk. Free parking is also available. The Gallery menu is available on site 24 hours a day and includes salads, sandwiches, pizza and more. Chesapeake Hyatt Place is 10 miles from downtown Norfolk. The Virginia Beach Oceanfront is 20 miles away.

Guest Reviews:

- "Wonderful place to stay" - "It was convenient, clean and friendly atmosphere." - "It was a okay stay" - "Room is nice, pool smells like fish!" - "Though it was noisy the stay was comfortable and the staff was friendly. Overall a Nice Stay :)" - "Decent stay with bizarre staff experiences."

Vacation Rentals in Chesapeake
Delta Hotels by Marriott Chesapeake Norfolk
Hotel
725 Woodlake Dr, Chesapeake, VA, 23320, USA

Pet-friendly hotel with an indoor pool connected to the convention center in Chesapeake
An indoor pool, a restaurant, and a fitness center are available at this smoke-free hotel. WiFi in public areas is free. Additionally, a bar/lounge, a snack bar/deli, and a 24-hour business center are onsite.
Housekeeping is available on request.
Delta Hotels by Marriott Chesapeake Norfolk offers 226 accommodations with safes and coffee/tea makers. Beds feature down comforters. Flat-screen televisions are featured in guestrooms. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

This Chesapeake hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and phones. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.


Recreational amenities at the hotel include an indoor pool and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "I liked the courtesy of the staff, the location, felt safe and the convenience of getting to shopping and restaurants. Thank you for taking care of me during the passing of my brother." - "Everything was awesome! Solid recommendation from us. " - "Nice clean hotel!" - "The hotel was very clean and staff extremely friendly anything i wanted i could easily get it; whether its hotel supplies or food ." - "nice" - "Best sleep ever"

Vacation Rentals in Chesapeake
Spacious Chesapeake Home with Pool Table!
House
Chesapeake, VA, USA

Spacious Chesapeake Home with Pool Table! is located in Chesapeake, just 15 miles from Norfolk Botanical Garden and 26 miles from King Neptune Statue on the Boardwalk. The property is around 14 miles from Topgolf Virginia Beach, 18 miles from Mount Trashmore Park, and 20 miles from Virginia Living Museum. The accommodation provides a spa center, free Wifi throughout the property, and a 24-hour front desk. The air-conditioned vacation home consists of 4 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. The accommodation has a fireplace. Virginia Beach National Golf Club is 24 miles from the vacation home, while Owl Creek is 26 miles away. Norfolk International Airport is 14 miles from the property.

Guest Reviews:

- "Host was very accommodating with a nice view. Loved space and would definitely book again" - "The stay was way too short!"

Vacation Rentals in Chesapeake
SpringHill Suites by Marriott Chesapeake Greenbrier
Hotel
1446 Crossways Blvd, Chesapeake, VA, 23320, USA

Hotel with free breakfast, in the vicinity of Virginia Zoo
This smoke-free hotel features an indoor pool, a fitness center, and a snack bar/deli. Free full breakfast and free WiFi in public areas are also provided. Additionally, coffee/tea in a common area, a business center, and conference space are onsite.
Housekeeping is available on request.
SpringHill Suites by Marriott Chesapeake Greenbrier offers 132 accommodations with safes and coffee/tea makers. Accommodations offer separate sitting areas. Beds feature premium bedding. 37-inch LCD televisions come with premium cable channels. Bathrooms include shower/tub combinations, designer toiletries, complimentary toiletries, and hair dryers.

This Chesapeake hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and complimentary weekday newspapers, as well as phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.


Recreational amenities at the hotel include an indoor pool and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Convenient, nice breakfast, great service " - "Clean, friendly and great parking. " - "My wife and I spent 2 nights at this hotel. We found everything to be very nice to include the front desk, the room convert and the breakfast service. We would certainly stay at this property again." - "Staff was very welcoming. Hotel was very clean. We will definitely stay here again" - "The staff were nice and friendly. The breakfast was delicious and the room was very clean."

Vacation Rentals in Chesapeake
Beautiful home in Chesapeake
House
1420 Debbs Lane, Chesapeake, VA, VA 23320, USA

Beautiful home in Chesapeake offers accommodations in Chesapeake, 13 miles from Norfolk Botanical Garden and 16 miles from King Neptune Statue on the Boardwalk. This property offers access to a patio, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. Towels and bed linen are provided in the vacation home. There's also a seating area and a fireplace. Mount Trashmore Park is 8 miles from Beautiful home in Chesapeake, while Topgolf Virginia Beach is 8.9 miles away. Norfolk International Airport is 11 miles from the property.

Amenities:

Pet Friendly • Security/Safety • Child Friendly • Internet • Parking • Other • Guest Services • Air Conditioner

Vacation Rentals in Chesapeake
Aloft Chesapeake
Hotel
1454 Crossways Boulevard, Chesapeake, VA, 23320, USA

Suburban hotel with a 24-hour health club and a 24-hour business center
This hotel features an indoor pool, a 24-hour health club, and a bar/lounge. WiFi in public areas is free. Additionally, a snack bar/deli, a 24-hour business center, and a coffee shop/cafe are onsite.
Housekeeping is available on request.
Aloft Chesapeake offers 136 accommodations with laptop-compatible safes and complimentary bottled water. 42-inch LCD televisions come with premium satellite channels. Refrigerators and coffee/tea makers are provided. Bathrooms include showers, designer toiletries, complimentary toiletries, and hair dryers.

This Chesapeake hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.


Recreational amenities at the hotel include an indoor pool and a 24-hour health club.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Bed and room clean!" - "The staff was incredibly friendly, the cleanliness impeccable, and the overall vibe was chill and cool. The modern ambiance and quiet atmosphere is made for a relaxing experience. The well-appointed bar and the outstanding indoor pool were definite highlights. Highly recommend!" - "The staff was very nice and helpful:we had emergency had leave day early -they got us out quickly and were kind " - "The entire staff from the front desk to the housekeeping staff was very warm and welcoming. The hotel was very clean and immaculate. They were very attentive, greeted you in the morning. I really enjoyed the activities that they offered in the bar and lobby. I met some pretty nice people. Quiet evenings, I slept well. The bartender was excellent! Staff was very friendly. I am planning another trip to VA and will stay at Aloft . Chesapeake. Amazing Team!"

Vacation Rentals in Chesapeake
Comfort Suites Chesapeake - Norfolk
Hotel
1550 Crossways Blvd., Chesapeake, VA, VA 23320, USA

The Comfort Suites Chesapeake - Norfolk hotel is a popular location for both leisure and business travelers. This hotel is centrally located in Hampton Roads and only minutes from the cities of Norfolk, Virginia Beach, Suffolk and Portsmouth. Nearby points of interest include the Chilled Ponds Ice Sports Complex and Towne Place at Greenbrier. The Greenbrier Mall is across the street from the hotel and MacArthur Center in Norfolk is just a short drive away. Many universities and colleges are located nearby, including Norfolk State University, Old Dominion University and Regent University. Enjoy arts, culture and entertainment within 15 miles of the hotel at the Virginia Aquarium, Nauticus, Chrysler Hall, The NorVA theater, Verizon Wireless Virginia Beach Amphitheater, the National Maritime Center, Children's Museum of Virginia, the Virginia Air & Space Center Museum and Naval Station Norfolk. This eco-friendly hotel supports green practices, such as recycling and waste reduction programs, optional linen service, energy and water conservation and more. Your Morning Breakfast is full of hot options, making breakfast at the Comfort Suites the perfect way to start your day. Enjoy our free hot breakfast featuring eggs, meat, yogurt, fresh fruit, cereal and more, including your choice of hot waffle flavors. If you're leaving early, a Your Suite Success Grab & Go bag is available for the two hours prior to breakfast. Hotel offers many full-service amenities including: Free high-speed Internet access, Free weekday newspaper, Free coffee and Outdoor pool and sundeck. Guests are also invited to take advantage of the exercise room. Business travelers will appreciate access to fax services. The on-site meeting room is able to accommodate up to 40 people. All guest rooms are suites equipped with microwaves, refrigerators, coffee makers, irons, ironing boards, hair dryers, sitting areas with sofas and cable television. Keep your electronic devices charged with the recharge device including AC and USB outlets provided in all guest rooms.

Guest Reviews:

- "Exceptional" - "Exceptional" - "Great stay easy access to food and stores" - "Clean comfy and pleasant" - "Excellent stay, very clean and comfortable" - "Wasn't expecting a lot, but I'm glad I booked my stay here." - "Conveniently located, comfortable stay with great amenities and staff." - "It was a very nice hotel for the price." - "Very clean" - "Very relax" - "Convenient, comfortable and safe." - "Staying here made a negative experience much better"

Vacation Rentals in Chesapeake
Hyatt Place Chesapeake
Hotel
709 Eden Way N, Chesapeake, VA, 23320, USA

Hotel in Chesapeake with free breakfast and a 24-hour fitness center
An indoor pool, a restaurant, and a 24-hour fitness center are available at this smoke-free hotel. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a bar/lounge, a coffee shop/cafe, and a business center.
Hyatt Place Chesapeake offers 119 accommodations with minibars and complimentary newspapers. Accommodations offer separate sitting areas. Beds feature premium bedding. 42-inch flat-screen televisions come with premium cable channels and pay movies. Refrigerators and coffee/tea makers are provided. Bathrooms include shower/tub combinations, designer toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones. Housekeeping is provided daily.


Recreational amenities at the hotel include an indoor pool and a 24-hour fitness center.

Children under 18 years old are not allowed in the swimming pool, health club, or fitness facility without adult supervision. Guests under 16 years old are not allowed in the fitness facility.

Guest Reviews:

- "N/A" - "It's a very comfortable place to stay." - "My second stay at this property. Honestly there was nothing to be improved upon. Staff was friendly and always available. Room was perfect. Clean and spacious. Nothing appeared dated or worn. Bed was very comfortable. Bathroom was immaculate. Breakfast buffet was expansive and delicious. I had a couple of beers and wings at the Placery. Wings were delicious and came hot from the kitchen. All things considered it was an ideal stay and I can recommend them without hesitation."

Vacation Rentals in Chesapeake
Aloft Chesapeake
Hotel
1454 Crossways Boulevard, Chesapeake, VA, VA 23320, USA

This stylish Chesapeake hotel features free Wi-Fi, an indoor pool, and rooms that offer a flat-screen TV and a refrigerator. Norfolk Naval Shipyard is 9 miles away. Modern rooms feature plush bedding along with a work desk along and sitting area. Coffee making facilities are also offered at Chesapeake Aloft. Breakfast is served each morning. The w xyz bar serves cocktails and snacks along with a light fare. Guests can workout in the fitness center or use the business center that offers fax and photocopying services. A game room that offers billiards is also available. Chesapeake Planetarium is 6 miles from Aloft Chesapeake and MacAurther Center Mall is a 20 minute drive away.

Guest Reviews:

- "It was a quick find but it was clean , smelled amazing and staff was amazing" - "This was the best Hotel I've ever been to!" - "Had fun. Would definitely recommend." - "Definitely coming back!" - "I would stay again loved everything" - "Very nice stay" - "We will definitely stay here again." - "Great!" - "Awesome location for vacation or a quick stop-thru, very dog friendly, super clean and comfy!" - "Great place to stay was clean and staff was accommodating"

Vacation Rentals in Chesapeake
Hilton Garden Inn Chesapeake/Greenbrier
Hotel
1565 Crossways Blvd, Chesapeake, VA, 23320, USA

Hotel in Chesapeake with a 24-hour fitness center and a 24-hour front desk
Along with a restaurant, this hotel has a 24-hour fitness center and a bar/lounge. Free WiFi in public areas and free self parking are also provided. Additionally, laundry facilities, a 24-hour front desk, and express check-out are onsite.
Hilton Garden Inn Chesapeake/Greenbrier offers 92 air-conditioned accommodations with safes and coffee/tea makers. Each accommodation is individually furnished and decorated. Beds feature pillowtop mattresses. 42-inch flat-screen televisions come with premium satellite channels and pay movies. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include shower/tub combinations, designer toiletries, complimentary toiletries, and hair dryers.

Guests can surf the web using the complimentary wired and wireless Internet access. Business-friendly amenities include desks and desk chairs, as well as phones; free local calls are provided (restrictions may apply). Housekeeping is provided daily.


Recreational amenities at the hotel include a 24-hour fitness center.

Guest Reviews:

- "My stay was nice and peaceful. Clean roomy rooms and the staff was polite and friendly. " - "The property was under construction but the property was being managed properly." - "Safe and quiet" - "While the property is dated, the carpet old and stained and furniture has some wear, the room was spotlessly clean and quiet. It had a walk-in shower but was not very accessible to me husband with COPD as he had to walk quite a distance to get to the room. Appreciatively a staff member helped him. Upon departure we exited through an outside door next to the room. Would like to have been able to enter that door initially. Not everyone disabled is in a wheelchair. "

Vacation Rentals in Chesapeake
Wingate by Wyndham Chesapeake
Hotel
817 Greenbrier Circle, Chesapeake, VA, VA 23320, USA

Offering an indoor pool and a fitness center, Wingate by Wyndham Chesapeake is located just 2 minutes' drive from Greenbrier Mall in Chesapeake. Free WiFi access is available as well as free parking. Air conditioning, a refrigerator and cable TV are provided in each room. Select rooms offer a seating area with a sofa bed. A 24-hour front desk is available at Chesapeake Wingate by Wyndham. Meeting facilities, dry cleaning and laundry are also available. Norfolk Airport is 7.5 mi away from the hotel.

Guest Reviews:

- "Safe location and clean" - "We had a great time" - "Wish the Room Didn’t Smell It Needs Renovation Room/ Bathroom!! Wished I had Taken Pictures ☹️" - "Nice place great value great staff" - "Affordable but not fancy" - "I have mixed feelings about the property."

Vacation Rentals in Chesapeake
Residence Inn by Marriott Chesapeake Greenbrier
Hotel
1500 Crossways Blvd, Chesapeake, VA, 23320, USA

Hotel with free breakfast, in the vicinity of Virginia Zoo
An indoor pool, a fitness center, and a 24-hour business center are available at this smoke-free hotel. Free continental breakfast, free WiFi in public areas, and a free manager's reception are also provided. Additionally, coffee/tea in a common area, a business center, and conference space are onsite.
Housekeeping is available on request.
Residence Inn by Marriott Chesapeake Greenbrier offers 121 shared accommodations with complimentary newspapers and coffee/tea makers. Pillowtop beds feature premium bedding. Premium cable television is provided. Accommodations at this 3-star hotel have kitchens with refrigerators, microwaves, separate dining areas, and cookware/dishes/utensils. Bathrooms include shower/tub combinations with deep soaking bathtubs and hair dryers.

Guests can surf the web using the complimentary wired and wireless Internet access. Business-friendly amenities include offices, desks, and desk chairs. Change of towels and change of bedsheets can be requested. Housekeeping is provided daily.


Recreational amenities at the hotel include an indoor pool and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "The staff here was very friendly and accommodating. Definitely would recommend." - "Everything " - "Everything was superb!" - "Staff were very professional and courteous. If I am in the area I will use this hotel again. Breakfast was great also and the breakfast morning staff. " - "We stayed here Christmas week. All of the staff was very friendly and helpful. Veronica at the front desk was a pleasure. The room was nice and spacious. The location is convenient to lots of shopping and dining options."

Vacation Rentals in Chesapeake
Holiday Inn Express Chesapeake - Norfolk by IHG
Hotel
721 Conference Center Drive, Chesapeake, VA, 23320, USA

Featuring a fitness center and a shared lounge, Holiday Inn Express Chesapeake - Norfolk by IHG is located in Chesapeake, 8.8 miles from Norfolk Botanical Garden and 18 miles from King Neptune Statue on the Boardwalk. With a seasonal outdoor swimming pool, the 3-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The property provides a 24-hour front desk and an ATM for guests. Guest rooms at the hotel are equipped with a seating area and a flat-screen TV with cable channels. All guest rooms will provide guests with a fridge. A buffet, continental or American breakfast is available at the property. Holiday Inn Express Chesapeake - Norfolk by IHG has a sun terrace. Topgolf Virginia Beach is 6.5 miles from the accommodation, while Mount Trashmore Park is 8.4 miles away. Norfolk International Airport is 7.5 miles from the property.

Guest Reviews:

- "Great place to stay" - "It was a nice get away" - "I highly recommend I will be back for sure" - "I’ll definitely stay again." - "We will be back." - "Very Satisfied" - "A positive perspective for those making a decision on a hotel with unjust negative reviews." - "Perfect start to outer banks vacation" - "Celebration time" - "I would stay here again" - "Not pleasant on August 12,2025 but excellent on August 28th, 2025"

Vacation Rentals in Chesapeake
Courtyard by Marriott Chesapeake
Hotel
1562 Crossways Blvd, Chesapeake, VA, 23320, USA

Hotel with free parking, near Greenbrier Mall
This smoke-free hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. Free WiFi in public areas and free self parking are also provided. Additionally, a snack bar/deli, a 24-hour business center, and a coffee shop/cafe are onsite.
Weekly housekeeping is available.
Courtyard by Marriott Chesapeake offers 90 accommodations with coffee/tea makers and hair dryers. Beds feature down comforters and premium bedding. 55-inch LCD televisions come with premium digital channels and pay movies.

This Chesapeake hotel provides complimentary wired and wireless Internet access. Business-friendly amenities include desks and phones. Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is offered weekly and hypo-allergenic bedding can be requested. Housekeeping is provided on a limited basis.


Recreational amenities at the hotel include a 24-hour fitness center.

Guest Reviews:

- "Hotel is in process of upgrade. Room was all new, very clean. Could have better bedding, sheets were very stiff." - "This hotel is located about 15 or 20 min. from Norfolk airport. Plenty of choices for food within walking distance, easy access to freeway, and a mall 5 minutes away." - "They said it was very nice. It was comfortable, clean, family friendly, and they loved the pool." - "went for a wedding and found this hotel placed in a great location with convenient shopping and restaurants. The area felt very safe. Accomodations were great and the staff was very attentive and professional. Overall a great travel experience."

Vacation Rentals in Chesapeake
Fairfield Inn & Suites by Marriott Chesapeake Suffolk
Hotel
2122 Jolliff Road, Chesapeake, VA, VA 23321, USA

Located 19 miles from Norfolk Botanical Garden, Fairfield Inn & Suites by Marriott Chesapeake Suffolk offers 3-star accommodations in Chesapeake and features free bikes. The property is around 30 miles from King Neptune Statue on the Boardwalk, 19 miles from Topgolf Virginia Beach and 21 miles from Virginia Living Museum. The hotel has an indoor pool, a 24-hour front desk and free WiFi throughout the property. Buffet and continental breakfast options are available at the hotel. Mount Trashmore Park is 22 miles from Fairfield Inn & Suites by Marriott Chesapeake Suffolk, while Virginia Beach National Golf Club is 26 miles from the property. Norfolk International Airport is 18 miles away.

Guest Reviews:

- "Great place!" - "Good" - "The only downside was it was under renovation but otherwise SUPER staff and accommodations" - "My stay was amazing" - "Clean & comfy stay" - "I'll be back!" - "It was excellent" - "I’d stay again!" - "Comfy stay in a nice & clean hotel." - "Overall, I enjoyed my day." - "Best stay" - "I would say, all considered, that this was the best hotel experience I have ever had. Thanks!"

Vacation Rentals in Chesapeake
Homewood Suites by Hilton Chesapeake-Greenbrier
Hotel
1569 Crossways Blvd, Chesapeake, VA, 23320, USA

Hotel in Chesapeake with free breakfast and a fitness center
A fitness center, a 24-hour business center, and coffee/tea in a common area are available at this hotel. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a seasonal outdoor pool, a business center, and a meeting room are onsite.
Homewood Suites by Hilton Chesapeake-Greenbrier offers 100 air-conditioned accommodations with complimentary newspapers and coffee/tea makers. Accommodations are furnished with single sofa beds. Accommodations at this 3-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and cookware/dishes/utensils. Bathrooms include bathtubs and hair dryers.

Premium cable television is provided. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is offered daily and hypo-allergenic bedding can be requested.


Recreational amenities at the hotel include a fitness center and a seasonal outdoor pool.

Guest Reviews:

- "Nice patio with the band " - "Very friendly staff. Room was the perfect temperature" - "Contactless check-in was confusing but luckily front desk attendant finally came and was able to check us in. She was very friendly & helpful." - "Highly recommend staying here, very on point, can't find a single thing that wasn't perfect. " - "Staff is wonderful. But ownership needs to do some heavy maintenance on the property. None of the ice machines on any floor work, tubs are cracked and covered with an adhesive patch that is coming off and the outlets either don’t work or are so loose you can’t plug anything into them. The staff does their absolute best to accommodate any request and none of this is their fault. They need better ownership responsibility of the property. I have never met such a wonderful staff at any other hotel as I have at this one. "

Vacation Rentals in Chesapeake
Staybridge Suites Chesapeake-Virginia Beach by IHG
Hotel
709 Woodlake Drive, Chesapeake, VA, VA 23320, USA

Featuring barbecue facilities, Staybridge Suites Chesapeake-Virginia Beach by IHG is located in Chesapeake in the Virginia region, 8.9 miles from Norfolk Botanical Garden and 20 miles from King Neptune Statue on the Boardwalk. With free WiFi, this 3-star hotel offers a 24-hour front desk and an ATM. The hotel has an indoor pool, fitness center, evening entertainment and a shared lounge. Selected rooms also feature a kitchen with a fridge, a dishwasher and a microwave. Guests at the hotel can enjoy a buffet or a continental breakfast. At Staybridge Suites Chesapeake-Virginia Beach by IHG guests are welcome to use a hot tub. A business center and vending machines with snacks and drinks are available on site at the accommodation. Topgolf Virginia Beach is 7.8 miles from Staybridge Suites Chesapeake-Virginia Beach by IHG, while Mount Trashmore Park is 8.4 miles from the property. Norfolk International Airport is 7.5 miles away.

Guest Reviews:

- "Everything was good" - "My stay was what you may call a home away from home it has that warmth abouth the facility.." - "I did my daughter first surpised hotel pool slumber party. It turnt out so amazing." - "Best in area for the price. Excellent, friendly staff made the stay even better." - "Comfortable and worth the money." - "GREAT STAY" - "Absolutely beautiful place to stay" - "Awesome" - "Awesome night out"

Vacation Rentals in Chesapeake
Staybridge Suites Chesapeake by IHG
Hotel
709 Woodlake Drive, Chesapeake, VA, 23320, USA

Hotel in Chesapeake with free breakfast and a 24-hour fitness center
An indoor pool, a 24-hour fitness center, and a 24-hour business center are available at this smoke-free hotel. Free buffet breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Other amenities include a hot tub, a business center, and conference space.
Staybridge Suites Chesapeake by IHG offers 115 air-conditioned accommodations with coffee/tea makers and hair dryers. Cable television is provided. Accommodations at this 3-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and cookware/dishes/utensils.

This Chesapeake hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and complimentary toiletries. Housekeeping is provided daily.


An indoor pool and a hot tub are on site. Other recreational amenities include a 24-hour fitness center.

Guest Reviews:

- "We needed to find a place short notice over Memorial Day weekend! Staff was very friendly and accommodating. The location was perfect for our stay." - "My family and I stayed at Staybridge in Chesapeake from July -15-21 my daughter had dance nationals down at the VB convention center. I thought I was going to regret not getting a hotel closer to the beach or the convention center. This was not the case. After observing the crowd/traffic in VB I am so glad I stuck with Staybridge! It was worth the short drive to the beach!The staff at staybridge was awesome! Very friendly and pleasant. NO matter what time of the day they greeted you feeling welcome! The food breakfast and dinner was awesome! Hats off to the chef/cook! I have had hotel food and this by far has been the best! My children loved the pool! Beds very comfortable!! I will absolutely recommend to others and will stay here again! Thank you to the girls at the front desk and at the pantry you guys are awesome! Friendly, funny and made us feel welcome and always had a smile! Thank you for making our stay enjoyable! Keep up the great work!!"

Vacation Rentals in Chesapeake
SpringHill Suites Chesapeake Greenbrier
Hotel
1446 Crossways Boulevard, Chesapeake, VA, VA 23320, USA

SpringHill Suites Chesapeake Greenbrier is located in Chesapeake, within 12 miles of Norfolk Botanical Garden and 20 miles of King Neptune Statue on the Boardwalk. Featuring free bikes, this 3-star hotel has air-conditioned rooms with a private bathroom. The hotel has an indoor pool, fitness center and a 24-hour front desk. At the hotel, rooms come with a desk. The rooms at SpringHill Suites Chesapeake Greenbrier come with a seating area and a flat-screen TV with cable channels. A buffet, à la carte or continental breakfast is available at the property. The accommodation also provides a business center and guests can use the on-site ATM machine at SpringHill Suites Chesapeake Greenbrier. Topgolf Virginia Beach is 8 miles from the hotel, while Mount Trashmore Park is 12 miles from the property. Norfolk International Airport is 10 miles away.

Guest Reviews:

- "Amazing for the price, space, and location." - "Highly recommend and would stay there again!" - "Wonderful" - "Over nite stay" - "Great overnight, wish I could’ve stayed longer" - "Very clean and comfortable friendly staff and breakfast was great." - "Pleasant" - "Wonderful" - "I enjoyed my stay very much." - "It was great!" - "Wonderful Family Fun Safe place to stay!" - "Visit was nice only thing didn’t like was that the sofa was a little dirty"

Vacation Rentals in Chesapeake
Bright Chesapeake Home Near Shopping & Dining
Cottage
2629 Norris Ln, Chesapeake, VA, 23321-3823, USA

Located in Chesapeake, this welcoming cottage lets you experience it all. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 13-minute walk to Chesapeake Square Mall, or easily tackle the 16-minute drive to Chrysler Hall.

A living room, air conditioning, a ceiling fan, and a desk are featured at this 2-bedroom, 1-bathroom rental. Connect to the free WiFi, or get cozy in front of the TV. Prepare a home-cooked meal in the kitchen, complete with an oven and a stovetop, as well as a microwave, cookware, and a blender. Other amenities include bed sheets and an ironing board.

Amenities:

Security/Safety • Kitchen • Parking • Child Friendly • Internet • Air Conditioner • Tv • Balcony/Terrace • Laundry • Other

Chesapeake Family Friendly Vacation rentals

Chesapeake Vacation rentals with Parking

Chesapeake Vacation rentals with Entertainment

Chesapeake Pet Friendly Vacation rentals

Chesapeake Vacation rentals with Private Pool

Chesapeake Vacation rentals with Spa

Chesapeake Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Chesapeake – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Hyatt Place Chesapeake 709 Eden Way North, Chesapeake, VA, VA 23320, USA 180 4.0 8.3 701 Click here
Delta Hotels by Marriott Chesapeake Norfolk 725 Woodlake Dr, Chesapeake, VA, 23320, USA 110 3.0 8.6 1007 Click here
Spacious Chesapeake Home with Pool Table! Chesapeake, VA, USA 270 4.0 9.3 3 Click here
SpringHill Suites by Marriott Chesapeake Greenbrier 1446 Crossways Blvd, Chesapeake, VA, 23320, USA 108 3.0 8.2 1003 Click here
Beautiful home in Chesapeake 1420 Debbs Lane, Chesapeake, VA, VA 23320, USA 405 4.0 10.0 1 Click here
Aloft Chesapeake 1454 Crossways Boulevard, Chesapeake, VA, 23320, USA 108 3.0 8.4 1003 Click here
Comfort Suites Chesapeake - Norfolk 1550 Crossways Blvd., Chesapeake, VA, VA 23320, USA 125 3.0 8.0 540 Click here
Hyatt Place Chesapeake 709 Eden Way N, Chesapeake, VA, 23320, USA 107 3.0 8.4 1002 Click here
Aloft Chesapeake 1454 Crossways Boulevard, Chesapeake, VA, VA 23320, USA 148 3.0 8.5 480 Click here
Hilton Garden Inn Chesapeake/Greenbrier 1565 Crossways Blvd, Chesapeake, VA, 23320, USA 140 3.0 7.8 651 Click here
Wingate by Wyndham Chesapeake 817 Greenbrier Circle, Chesapeake, VA, VA 23320, USA 142 3.0 7.1 422 Click here
Residence Inn by Marriott Chesapeake Greenbrier 1500 Crossways Blvd, Chesapeake, VA, 23320, USA 141 3.0 8.4 579 Click here
Holiday Inn Express Chesapeake - Norfolk by IHG 721 Conference Center Drive, Chesapeake, VA, 23320, USA 142 3.0 8.2 357 Click here
Courtyard by Marriott Chesapeake 1562 Crossways Blvd, Chesapeake, VA, 23320, USA 137 3.0 7.4 574 Click here
Fairfield Inn & Suites by Marriott Chesapeake Suffolk 2122 Jolliff Road, Chesapeake, VA, VA 23321, USA 85 3.0 7.2 343 Click here
Homewood Suites by Hilton Chesapeake-Greenbrier 1569 Crossways Blvd, Chesapeake, VA, 23320, USA 135 3.0 8.0 527 Click here
Staybridge Suites Chesapeake-Virginia Beach by IHG 709 Woodlake Drive, Chesapeake, VA, VA 23320, USA 217 3.0 8.3 288 Click here
Staybridge Suites Chesapeake by IHG 709 Woodlake Drive, Chesapeake, VA, 23320, USA 159 3.0 8.4 505 Click here
SpringHill Suites Chesapeake Greenbrier 1446 Crossways Boulevard, Chesapeake, VA, VA 23320, USA 146 3.0 7.6 285 Click here
Bright Chesapeake Home Near Shopping & Dining 2629 Norris Ln, Chesapeake, VA, 23321-3823, USA 140 3.0 1 Click here

Note: The prices for each Vacation-Rentals in Chesapeake do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Chesapeake that include a pool include:

  • Hyatt Place Chesapeake.- Review Count: 701, Rating: 8.3
  • Delta Hotels by Marriott Chesapeake Norfolk.- Review Count: 1007, Rating: 8.6
  • SpringHill Suites by Marriott Chesapeake Greenbrier.- Review Count: 1003, Rating: 8.2

Vacation rentals in Chesapeake offering shuttle or transport options include:

  • Aloft Chesapeake.- Review Count: 480, Rating: 8.5
  • Wingate by Wyndham Chesapeake.- Review Count: 422, Rating: 7.1
  • Sleep Inn & Suites Chesapeake - Portsmouth.- Review Count: 541, Rating: 6.6

These vacation rentals in Chesapeake provide spa or wellness access:

  • Spacious Chesapeake Home with Pool Table!.- Review Count: 3, Rating: 9.3
  • Bright Chesapeake Home Near Shopping and Dining.- Review Count: 4, Rating: 9.5

Family-friendly vacation rentals in Chesapeake include:

  • Hyatt Place Chesapeake.- Review Count: 701, Rating: 8.3
  • Delta Hotels by Marriott Chesapeake Norfolk.- Review Count: 1007, Rating: 8.6
  • Spacious Chesapeake Home with Pool Table!.- Review Count: 3, Rating: 9.3

Pet-friendly vacation rentals in Chesapeake include:

  • Hyatt Place Chesapeake.- Review Count: 701, Rating: 8.3
  • Beautiful home in Chesapeake.- Review Count: 1, Rating: 10.0
  • Aloft Chesapeake.- Review Count: 480, Rating: 8.5

Vacation rentals in Chesapeake that include breakfast options include:

  • Delta Hotels by Marriott Chesapeake Norfolk.- Review Count: 1007, Rating: 8.6
  • SpringHill Suites by Marriott Chesapeake Greenbrier.- Review Count: 1003, Rating: 8.2
  • Aloft Chesapeake.- Review Count: 1003, Rating: 8.4

Vacation rentals in Chesapeake with private or on-site parking include:

  • Hyatt Place Chesapeake.- Review Count: 701, Rating: 8.3
  • Spacious Chesapeake Home with Pool Table!.- Review Count: 3, Rating: 9.3
  • Beautiful home in Chesapeake.- Review Count: 1, Rating: 10.0

Some of the best Vacation Rentals in Chesapeake are:

  • Hyatt Place Chesapeake.- Review Count: 701, Rating: 8.3
  • Spacious Chesapeake Home with Pool Table!.- Review Count: 3, Rating: 9.3
  • Beautiful home in Chesapeake.- Review Count: 1, Rating: 10.0

Some of the popular Vacation Rentals in Chesapeake are:

  • Comfort Suites Chesapeake - Norfolk.- Review Count: 1010, Rating: 8.6
  • Delta Hotels by Marriott Chesapeake Norfolk.- Review Count: 1007, Rating: 8.6
  • Wingate by Wyndham Chesapeake.- Review Count: 1007, Rating: 8.0