Pet-friendly holiday rentals in Chesapeake
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chesapeake
Guests agree: these pet-friendly homes 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 Chesapeake pet-friendly home rentals
Pet-friendly house rentals
Home in Virginia Beach
4.87 out of 5 average rating, 212 reviewsChicks Beachfront
19–26 Apr
Home in Hampton
4.95 out of 5 average rating, 123 reviews1950s bungalow, 2-1/2 blocks from Buckroe Beach
9–16 Dec
Home in Norfolk
4.92 out of 5 average rating, 163 reviewsBeautiful cottage a couple blocks from the beach
6–13 Jun
Home in Virginia Beach
4.79 out of 5 average rating, 131 reviewsQuaint 2 Bedroom Cottage in Chicks Beach
16–23 Oct
Home in Williamsburg
4.86 out of 5 average rating, 170 reviewsRoomy Duplex Near Busch Gardens
12–19 Feb
Home in Norfolk
4.91 out of 5 average rating, 102 reviewsNear Ghent | Open Concept | Fenced Yard | Grill
5–12 Aug
Home in Norfolk
4.89 out of 5 average rating, 115 reviewsNew Renovation! Tons of Space + Dogs ok!
4–11 Sep
Home in Norfolk
4.84 out of 5 average rating, 106 reviewsPicture Worthy Spanish Style Casita! 2 BR/ 2BA
5–12 Sep
Pet-friendly home rentals with a pool
Cottage in Norfolk
4.97 out of 5 average rating, 202 reviewsPositano Villa
15–22 Mar
Apartment in Williamsburg
4.98 out of 5 average rating, 103 reviewsKingsmill 2bd2ba Condo on Golf Course 9th Fairway!
28 Oct – 4 Nov
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
Flat in Suffolk
4.97 out of 5 average rating, 29 reviewsOne Bedroom Loft in Bridgeport, North Suffolk, VA
29 Dec – 5 Jan
Home in Suffolk
4.8 out of 5 average rating, 61 reviewsPerfect Getaway!
17–24 Oct
Home in Norfolk
4.96 out of 5 average rating, 26 reviewsThe Seaglass Cottage
30 Mar – 6 Apr
Campervan/Motorhome in Virginia Beach
5.0 out of 5 average rating, 23 reviewsNEW🔆Spacious+Camper/RV+Bunks+Indoor Fireplace
27 Oct – 3 Nov
Campervan/Motorhome in Virginia Beach
5.0 out of 5 average rating, 6 reviewsRV on lot in private community
23–30 Nov
Private, pet-friendly home rentals
Cottage in Norfolk
4.98 out of 5 average rating, 175 reviewsPeaceful beach @Courtyard Cottage+No Cleaning Fee!
11–18 Dec
Campervan/Motorhome in Hampton
4.99 out of 5 average rating, 161 reviewsM&M’s Modern RV
13–20 Oct
Guest suite in Newport News
4.86 out of 5 average rating, 105 reviewsSecret Garden Studio
4–11 Apr
Villa in Norfolk
4.94 out of 5 average rating, 138 reviews8 minutes walking from Sarah Constant Beach Park
24–31 Mar
Townhouse in Virginia Beach
4.97 out of 5 average rating, 133 reviewsEntire Home - Close to Beach - Pet Friendly
15–22 Oct
Flat in Chesapeake
5.0 out of 5 average rating, 30 reviewsEntire Apartment - No Cleaning Fees!
30 Nov – 7 Dec
Flat in Chesapeake
4.9 out of 5 average rating, 10 reviewsSerene Tree House Retreat | Spacious 1br/1bth Home
17–24 Dec
Townhouse in Chesapeake
4.97 out of 5 average rating, 31 reviewsCenter of Greenbrier
24 Sep – 1 Oct
Quick stats about holiday rentals that are pet-friendly in Chesapeake
Total rentals
340 properties
Wifi availability
340 properties include access to wifi
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Rentals with a pool
60 properties have a pool
Family-friendly rentals
200 properties are a good fit for families
Total number of reviews
9.4K reviews
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
- Pet-friendly rentals Outer Banks
- Pet-friendly rentals Virginia Beach
- Pet-friendly rentals Virginia
- Pet-friendly rentals Richmond
- Rentals with lake access Chesapeake
- Flat rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Apartment rentals Chesapeake
- Townhouse rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with outdoor seating Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Waterfront rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with a patio Chesapeake
- Private suite rentals Chesapeake
- Rentals with a cinema Chesapeake
- Smoking-friendly rentals Chesapeake
- House rentals Chesapeake
- Monthly Rentals Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with beach access Chesapeake
- Rentals with a firepit Chesapeake
- Rentals with pools Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with breakfast Chesapeake
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