Private suite holiday rentals in Chesapeake

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Top-rated Self-Contained Units in Chesapeake

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Guest favourite

Guest suite in Virginia Beach

4.89 out of 5 average rating, 551 reviews

Quiet Neighborhood 7 Miles From the Beaches

Be sure to read about the pricing using both bedrooms below in 2nd paragraph. My house is in a quiet neighborhood by a creek of the Lynnhaven River 7 miles from the Oceanfront/Chesapeake Bay with easy access to the interstate and surrounding cities in Hampton Roads. Only minutes from Town Center and local malls. Your private area is the 1st level with your own private entrance, but no kitchen. There is small microwave and a coffee machine in the unit , & a small fridge on the screened-in-porch.

24–31 Dec

$186 NZD per night

Guest favourite

Guest suite in Virginia Beach

4.97 out of 5 average rating, 235 reviews

Scott's Garden Suite At The Crooked House

Just blocks from the beach, Scott's Garden Suite is nestled in the back yard of one of southside's desireable neighborhoods. With a spacious, queen bedroom & small reading/sleeping den, this little private hideaway is ideal for 2/3 adults or small family. Adjacent to the ViBe Art District/restaurants/shopping, it has kitchenette, 3/4 bath & outdoor LR with gas fire table. This is a ‘homeshare’ SRT & is within the in-resident owners’ home - separately entranced & private for convenience/safety.

7–14 Oct

$231 NZD per night

Guest favourite

Guest suite in Chesapeake

4.97 out of 5 average rating, 236 reviews

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

7–14 Jul

$233 NZD per night

Guest favourite

Guest suite in Williamsburg

4.92 out of 5 average rating, 128 reviews

Fun and Open Space Near Everything w/ Hot Tub

Come for the fun to a spacious 1st floor walkout basement just 1 mile from Busch Gardens & Water Country and just 3 miles from Colonial Williamsburg & William and Mary. You'll have a large pool table, bar area, private entrance, hot tub, firepit, coffee bar, and free parking in a quiet neighborhood. The space is part of our home (the bottom floor) w/ private entry. We would love to share anything you want to know about the area, and surrounding cities. Jamestown and Yorktown are also close by.

13–20 Mar

$228 NZD per night

Guest favourite

Guest suite in Virginia Beach

4.85 out of 5 average rating, 173 reviews

Small & Cozy Guest Suite w/ Private Bath & Jet-Tub

Keep it simple at this peaceful and centrally-located place in VB located by Kemps River shopping center. It’s a small guest suite w/ private bath (w/ a jetted tub) and available side entrance right off the driveway for easy entry. 20 min to beach. 10 to VB amphitheater. 10 to Greenbrier. 15 downtown Norfolk. Full size bed, mini fridge, microwave, Keurig, TV w/Roku stick (u log in). Free parking (2 spaces in gravel driveway) PLEASE READ captions on photos for additional info. No cleaning fee.

21–28 Jun

$233 NZD per night

Guest favourite

Guest suite in Carrollton

4.98 out of 5 average rating, 161 reviews

2BR 1BA Spacious Guest Suite, Woods & Water Views

NO CLEANING FEES! ONLY YOU/YOUR TRAVEL COMPANION ARE GUESTS in the private, in home, upstairs 2 BR 1 BATH GUEST SUITE W/MINI-KITCHEN. 1 guest per bedroom, ONLY (see “ACCOMMODATIONS POLICY” below). Nothing fancy, but clean, pretty. & relaxingly comfy. Serene, wooded, retreat- like setting on a small lake w/wildlife. Centrally located. Visit Williamsburg one day & VA Beach the next. Near Smithfield, Newport News, universities & military bases. Discount for active military & nurses.

3–10 Sep

$220 NZD per night

Guest favourite

Guest suite in Chesapeake

4.95 out of 5 average rating, 479 reviews

Sweet Suite!

Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

17–24 Mar

$236 NZD per night

Guest favourite

Guest suite in Virginia Beach

4.99 out of 5 average rating, 310 reviews

Just Steps Away to the Beach

Enjoy Apr. & May at Va. Bch--average day temp. 70-75 degrees. Just steps or bike through a nice area to the beach, restaurants, culture, Convention Ctr & other activities. Take a 10-min. walk or bike to the beach (7 short blocks). No traffic or parking hassles! We are close to I264, several military bases & Hilltop Shopping area. This is a quiet neighborhood & convenient location. Perfect for couples & solo travelers. NO animals or pets allowed! NO children under 13 yrs. of age!

8–15 Jul

$312 NZD per night

Guest favourite

Guest suite in Norfolk

4.93 out of 5 average rating, 218 reviews

Cobblestone street apartment with rooftop views!

Historic, Downtown area of Norfolk. Walking distance to shops, restaurants, museums, landmarks, parks, memorials, EVMS, & CHKD. This special residence is on the National Register of Historic Homes, includes a clawfoot tub & rooftop patio (no hold harm). This High Victorian Italian home was built in 1870, with a Mansard roof & features an ornamental cast iron veranda. John Cary Weston built this as a summer residence following the Civil War.

24 Apr – 1 May

$280 NZD per night

Guest favourite

Guest suite in Norfolk

4.93 out of 5 average rating, 507 reviews

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay

21–28 Sep

$435 NZD per night

Guest favourite

Guest suite in Virginia Beach

4.94 out of 5 average rating, 186 reviews

Enjoy your little slice of heaven in Chics Beach!

4-5 min walk to Chic's beach. Avoid the crowds and live with the locals! Surrounded by amazing restaurants, bars, coffee shops, and even an urban winery. We are a convenient 15 min ride from the tourist Oceanfront but you will have plenty to do in our relaxed beach town. This is a guest apartment attached to my home .The motto of Chic's Beach is "No Bad Days". Come see for yourself!

12–19 Sep

$369 NZD per night

Guest favourite

Guest suite in Virginia Beach

4.91 out of 5 average rating, 206 reviews

Rest A’Shore-Virginia Beach

Quaint, quiet, one bedroom in-law suite with kitchenette and private entrance, with owners on premises. Guests have access to a large outdoor area, year-round hot tub, and parking on the premises. Located in the Great Neck corridor of Virginia Beach, just minutes to beach access, Virginia Beach General Hospital, Hwy 264 and plenty of shopping. An ideal stay for 1-2 adults.

28 Jul – 4 Aug

$299 NZD per night