House holiday rentals in Chesapeake Beach
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Top-rated house rentals in Chesapeake Beach
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Chesapeake Beach
House rentals with a pool
Home in Virginia Beach
4.88 out of 5 average rating, 116 reviewsHalf house w/pool & new patio all to yourself
6–13 Oct
Home in Virginia Beach
4.96 out of 5 average rating, 163 reviewsSalida del Sol, North End Beach
9–16 Oct
Home in Gloucester Point
4.99 out of 5 average rating, 147 reviewsYork River Vacation Home
16–23 Mar
Home in Norfolk
4.75 out of 5 average rating, 117 reviewsBEACH/ POOL HOUS, 1 min walk to the beach Norfolk
16–23 Sep
Home in Virginia Beach
4.83 out of 5 average rating, 106 reviewsStunning Views of Back Bay & Seconds to the Beach
26 Oct – 2 Nov
Home in Virginia Beach
4.97 out of 5 average rating, 33 reviewsCondo with pool & beach access!
24 Sep – 1 Oct
Home in Norfolk
4.96 out of 5 average rating, 27 reviewsThe Seaglass Cottage
27 Sep – 4 Oct
Home in Virginia Beach
4.92 out of 5 average rating, 71 reviewsTHE OLD BEACON 3 I Beach Living
27 Oct – 3 Nov
Weekly house rentals
Home in Virginia Beach
4.95 out of 5 average rating, 66 reviews3 Blocks 2 Beach at Oceanfront Lakefront Getaway
22–29 Dec
Home in Norfolk
4.92 out of 5 average rating, 291 reviewsNew Beach Home on the Chesapeake Bay
30 Jul – 6 Aug
Home in Virginia Beach
4.85 out of 5 average rating, 151 reviewsThe Magnificent Meadowlark!
31 Aug – 7 Sep
Home in Norfolk
4.89 out of 5 average rating, 115 reviewsNew Renovation! Tons of Space + Dogs ok!
14–21 Sep
Home in Williamsburg
4.97 out of 5 average rating, 178 reviewsCasita on the Corner
29 Dec – 5 Jan
Home in Norfolk
5.0 out of 5 average rating, 25 reviewsStylish Beach House, Hot Tub, Pet Friendly
29 Jan – 5 Feb
Home in Hampton
4.92 out of 5 average rating, 13 reviewsTiny Blue Beach House
10–17 Dec
Home in Norfolk
4.96 out of 5 average rating, 69 reviewsThe OV Beach Shack : cozy, fun beach house!
8–15 Feb
Private house rentals
Home in Hampton
4.95 out of 5 average rating, 21 reviewsTiny Home In Buckroe Beach
3–10 Apr
Home in Gloucester Point
4.99 out of 5 average rating, 70 reviewsCharming coastal home w/ outdoor area and river views
2–9 Feb
Home in Norfolk
4.92 out of 5 average rating, 51 reviewsBayview Beach/Airport/3 Bedrm/6 Beds/2 Bath/ 4TV
20–27 Sep
Home in Portsmouth
4.97 out of 5 average rating, 37 reviewsPenny’s Palace 1 Bed/1 Bath Home
12–19 Sep
Home in Virginia Beach
5.0 out of 5 average rating, 14 reviewsSunset Shanty - Walk to Beach and Park (homeshare)
19–26 Jun
Home in Virginia Beach
4.83 out of 5 average rating, 6 reviewsParadise On Pacific
5–12 Nov
Home in Virginia Beach
4.87 out of 5 average rating, 54 reviewsImpressive Bay front Condo with a View
4–11 Oct
Home in Hampton
4.98 out of 5 average rating, 48 reviewsExclusive Beachfront Home w/ 180° Views & Hot Tub!
11–18 Dec
Destinations to explore
- Outer Banks Holiday rentals
- Virginia Beach Holiday rentals
- Richmond Holiday rentals
- Norfolk Holiday rentals
- Williamsburg Holiday rentals
- Nags Head Holiday rentals
- Myrtle Beach Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- Townhouse rentals United States
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- Townhouse rentals Richmond
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- Rentals with a washing machine and dryer Chesapeake Beach
- Rentals with beach access Chesapeake Beach
- Rentals with outdoor seating Chesapeake Beach
- Rentals with a patio Chesapeake Beach
- Family-friendly rentals Chesapeake Beach
- Rentals with pools Chesapeake Beach
- Fitness-friendly rentals Chesapeake Beach
- Family-friendly rentals Chesapeake Beach
- Rentals with a fireplace Chesapeake Beach
- Beachfront rentals Chesapeake Beach
- Monthly Rentals Chesapeake Beach
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- Hotel rentals Chesapeake Beach
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