Pet-friendly vacation rentals in Kent County
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Kent County
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Kent County pet-friendly home rentals
Pet-friendly house rentals
Home in Chestertown
4.92 out of 5 average rating, 39 reviewsWknd Beach Access & Dive Bar w/ Grill & Firepit
Oct. 19 – 26
Home in Kennedyville
4.89 out of 5 average rating, 72 reviewsPerfect for Hunters on the Eastern Shore
Jan. 17 – 24
Home in Rock Hall
4.9 out of 5 average rating, 29 reviewsBayside cottage steps from the harbor
Oct. 14 – 21
Home in Kent County
5.0 out of 5 average rating, 5 reviewsNauti Boh! Waterfront with private pier and kayaks
Jul. 7 – 14
Home in Stevensville
5.0 out of 5 average rating, 51 reviewsLove Point Idyll - 240' Private Beachfront
Mar. 18 – 25
Home in Middle River
5.0 out of 5 average rating, 12 reviewsWaterfront Home with Private Beach, Stunning Views
Sep. 22 – 29
Home in Centreville
4.62 out of 5 average rating, 87 reviewsPeaceful Acres Guest House (A Nature's Getaway)
Feb. 23 – Mar. 2
Home in Rock Hall
4.84 out of 5 average rating, 113 reviewsPirates Perch
Feb. 21 – 28
Pet-friendly home rentals with a pool
Bungalow in Rock Hall
4.94 out of 5 average rating, 32 reviewsWelcome to Mermaid Haven!
Oct. 14 – 21
Home in Stevensville
4.98 out of 5 average rating, 62 reviewsBeautiful Kent Island Getaway with Pool
Jan. 4 – 11
Home in Chestertown
4.5 out of 5 average rating, 8 reviewsPrivate pier, pool at waterfront Chestertown home
Feb. 9 – 16
Home in Chestertown
5.0 out of 5 average rating, 8 reviewsChestertown Watson Family Farm
Dec. 23 – 30
Home in Rock Hall
5.0 out of 5 average rating, 6 reviewsThe Mariner's House
Oct. 23 – 30
Farm stay in Chestertown
4.97 out of 5 average rating, 86 reviewsPiney Grove Farm
Nov. 17 – 24
Home in Rock Hall
4.83 out of 5 average rating, 12 reviewsWaterfront w/pier, Hot Tub, pool, and in town
Oct. 23 – 30
Home in Worton
4.96 out of 5 average rating, 24 reviewsChesapeake Bay Estate; 2 Houses, Beach&Heated Pool
Sep. 11 – 18
Private, pet-friendly home rentals
Guesthouse in Stevensville
4.58 out of 5 average rating, 93 reviewsChester River Waterfront Cottage (Love Point Bay)
Jan. 19 – 26
Campsite in Millington
4.94 out of 5 average rating, 32 reviewsCanoein’ Sue’s Campsite on the Chester River
Sep. 17 – 24
Guest suite in Stevensville
4.89 out of 5 average rating, 9 reviewsLakeside Retreat on Kent Island: Sleeps up to 10
Sep. 13 – 20
Farm stay in Chestertown
4.94 out of 5 average rating, 108 reviewsOutrange at Blue Heron Farm
Feb. 3 – 10
Cottage in Rock Hall
4.9 out of 5 average rating, 109 reviewsCottage with Modern Updates - Walk to Waterfront!
Oct. 15 – 22
Farm stay in Centreville
5.0 out of 5 average rating, 23 reviewsFarm Stay at Lansdowne Manor
Jan. 19 – 26
Guest suite in Centreville
5.0 out of 5 average rating, 7 reviewsHGTV Quality private guest suite, country getaway
Nov. 11 – 18
Cottage in Kennedyville
4.96 out of 5 average rating, 25 reviewsFamily-Friendly Cottage, Walk to the Beach!
Apr. 5 – 12
Destinations to explore
- Pet-friendly rentals Washington
- Pet-friendly rentals Philadelphia
- Pet-friendly rentals Baltimore
- Pet-friendly rentals Maryland
- Monthly Rentals Kent County
- Rentals with lake access Kent County
- Kid-friendly rentals Kent County
- Apartment rentals Kent County
- Rentals with a fireplace Kent County
- Rentals with a washer and dryer Kent County
- Rentals with outdoor seating Kent County
- Rentals with a kayak Kent County
- House rentals Kent County
- Rentals with a firepit Kent County
- Rentals with pools Kent County
- 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