House holiday rentals in Chesapeake Beach
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Top-rated house rentals in Chesapeake Beach
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Holiday rentals for every style
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Popular amenities for house rentals in Chesapeake Beach
House rentals with a pool
Home in Virginia Beach
4.96 out of 5 average rating, 163 reviewsSalida del Sol, North End Beach
30 Oct – 6 Nov
Home in Gloucester Point
4.99 out of 5 average rating, 146 reviewsYork River Vacation Home
1–8 Feb
Home in Norfolk
4.75 out of 5 average rating, 117 reviewsBEACH/ POOL HOUS, 1 min walk to the beach Norfolk
25 Jun – 2 Jul
Home in Virginia Beach
4.83 out of 5 average rating, 106 reviewsStunning Views of Back Bay & Seconds to the Beach
29 Oct – 5 Nov
Home in Norfolk
4.96 out of 5 average rating, 26 reviewsThe Seaglass Cottage
30 Mar – 6 Apr
Home in Virginia Beach
4.97 out of 5 average rating, 33 reviewsCondo with pool & beach access!
18–25 Sep
Home in Virginia Beach
4.93 out of 5 average rating, 92 reviewsCountry Comfort Close to the Beaches
3–10 Dec
Home in Virginia Beach
4.87 out of 5 average rating, 85 reviewsTHE OLD BEACON 1 | Beach Living
10–17 Jan
Weekly house rentals
Home in Charles City
4.99 out of 5 average rating, 232 reviewsHutch's Bluff - Waterfront near Williamsburg
27 Feb – 6 Mar
Home in Norfolk
4.92 out of 5 average rating, 122 reviewsThe Cozy Beach House
18–25 Oct
Home in Norfolk
4.89 out of 5 average rating, 115 reviewsNew Renovation! Tons of Space + Dogs ok!
4–11 Sep
Home in Virginia Beach
4.93 out of 5 average rating, 131 reviewsTo's in the Sand
5–12 Apr
Home in Virginia Beach
4.96 out of 5 average rating, 195 reviews3 Blocks 2 Beach at Oceanfront Lakefront Getaway
16–23 Dec
Home in Virginia Beach
4.86 out of 5 average rating, 59 reviewsCozy Cottage One Block from Beach!
24–31 Aug
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, 68 reviewsThe OV Beach Shack : cozy, fun beach house!
25 Sep – 2 Oct
Private house rentals
Home in Virginia Beach
5.0 out of 5 average rating, 22 reviewsSeize the Bay
1–8 Sep
Home in Gloucester Point
4.99 out of 5 average rating, 70 reviewsCharming coastal home w/ outdoor area and river views
16–23 Feb
Home in Hampton
4.95 out of 5 average rating, 20 reviewsTiny Home In Buckroe Beach
31 Jan – 7 Feb
Home in Hampton
4.98 out of 5 average rating, 48 reviewsExclusive Beachfront Home w/ 180° Views & Hot Tub!
15–22 Nov
Home in Hampton
4.93 out of 5 average rating, 58 reviewsCozy 2 bed , 1 bath retreat near Buckroe Beach.
3–10 Dec
Home in Virginia Beach
4.87 out of 5 average rating, 54 reviewsImpressive Bay front Condo with a View
1–8 Oct
Home in Norfolk
4.97 out of 5 average rating, 34 reviewsBig Beach House • 1 block from beach
15–22 Sep
Home in Virginia Beach
5.0 out of 5 average rating, 14 reviewsSunset Shanty - Walk to Beach and Park (homeshare)
2–9 Jun
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
- Jersey City Holiday rentals
- New York Holiday rentals
- Earth house rentals United States
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- Rentals with pools Chesapeake Beach
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