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, 210 reviewsChicks Beachfront
17–24 Dec
Home in Hampton
4.95 out of 5 average rating, 121 reviews1950s bungalow, 2-1/2 blocks from Buckroe Beach
27 Nov – 4 Dec
Home in Williamsburg
4.86 out of 5 average rating, 168 reviewsRoomy Duplex Near Busch Gardens
17–24 Dec
Home in Norfolk
4.92 out of 5 average rating, 162 reviewsBeautiful cottage a couple blocks from the beach
11–18 May
Home in Norfolk
4.91 out of 5 average rating, 102 reviewsNear Ghent | Open Concept | Fenced Yard | Grill
21–28 Sep
Home in Norfolk
4.85 out of 5 average rating, 105 reviewsPicture Worthy Spanish Style Casita! 2 BR/ 2BA
3–10 Sep
Home in Virginia Beach
4.95 out of 5 average rating, 105 reviewsWater Oaks at Chic's Beach
14–21 Oct
Home in Norfolk
4.89 out of 5 average rating, 114 reviewsNew Renovation! Tons of Space + Dogs ok!
15–22 May
Pet-friendly home rentals with a pool
Cottage in Norfolk
4.97 out of 5 average rating, 201 reviewsPositano Villa
23 Feb – 2 Mar
Apartment in Williamsburg
4.98 out of 5 average rating, 103 reviewsKingsmill 2bd2ba Condo on Golf Course 9th Fairway!
27 Jul – 3 Aug
Home in Norfolk
4.75 out of 5 average rating, 117 reviewsBEACH/ POOL HOUS, 1 min walk to the beach Norfolk
2–9 Sep
Flat in Suffolk
4.97 out of 5 average rating, 29 reviewsOne Bedroom Loft in Bridgeport, North Suffolk, VA
23 Feb – 2 Mar
Home in Norfolk
4.96 out of 5 average rating, 24 reviewsThe Seaglass Cottage
3–10 Mar
Home in Suffolk
4.8 out of 5 average rating, 61 reviewsPerfect Getaway!
5–12 Dec
Campervan/Motorhome in Virginia Beach
5.0 out of 5 average rating, 6 reviewsRV on lot in private community
11–18 Nov
Home in Norfolk
4.94 out of 5 average rating, 53 reviewsGorgeous Vacation House
3–10 Mar
Private, pet-friendly home rentals
Flat in Chesapeake
5.0 out of 5 average rating, 145 reviewsModern Luxury Peace & Quiet.
30 Dec – 6 Jan
Guest suite in Newport News
4.86 out of 5 average rating, 104 reviewsSecret Garden Studio
10–17 Feb
Guest suite in Virginia Beach
4.94 out of 5 average rating, 185 reviewsEnjoy your little slice of heaven in Chics Beach!
18–25 Jun
Campervan/Motorhome in Hampton
4.99 out of 5 average rating, 160 reviewsM&M’s Modern RV
2–9 Jun
Townhouse in Virginia Beach
4.97 out of 5 average rating, 133 reviewsEntire Home - Close to Beach - Pet Friendly
5–12 Oct
Flat in Chesapeake
5.0 out of 5 average rating, 29 reviewsEntire Apartment - No Cleaning Fees!
28 Oct – 4 Nov
Bungalow in Chesapeake
4.93 out of 5 average rating, 72 reviewsPrivate and Cozy Bungalow Loaded with Amenities
4–11 Jun
Home in Chesapeake
4.88 out of 5 average rating, 24 reviewsChesapeake. 3 Bedroom 1-1/2 Bath Small family home
13–20 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
9.4T 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
- Family-friendly rentals Chesapeake
- House rentals Chesapeake
- Apartment rentals Chesapeake
- Family-friendly rentals Chesapeake
- Waterfront rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with a cinema Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Private suite rentals Chesapeake
- Rentals with a firepit Chesapeake
- Smoking-friendly rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with breakfast Chesapeake
- Rentals with beach access Chesapeake
- Monthly Rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with a patio Chesapeake
- Rentals with outdoor seating Chesapeake
- Townhouse rentals Chesapeake
- Flat rentals Chesapeake
- Rentals with lake access Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with pools Chesapeake
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom