Pet-friendly vacation rentals in Assateague Island

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Top-rated pet-friendly home rentals in Assateague Island

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Guest favorite

Tiny home in Accomac

4.93 out of 5 average rating, 442 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a tiny house with big charm. This rural cottage on a 50 acre farm is nestled between peaceful fields, woods, marsh and creek. Curated with hygge comfort and efficiency in mind, you'll love the natural light and serene decor. • Epic stargazing • Heavenly private outdoor shower • Firepit with wood provided • Ample open spaces • Peace and quiet for sleeping • Comfy patio seating for chilling, coffee, and cocktails • Fast Starlink WIFI. • Proud Superhost for 10+ years!

Oct 1 – 8

ﺩ.ﺇ451 per night

Superhost

Home in Rehoboth Beach

4.79 out of 5 average rating, 622 reviews

Contemporary 1 Bedroom 2 level home

The unit has keyless entry system, A/C, brand new full size W/D, large patio w/grill, remote controlled open&close sky lights w/built in shades, new carpet, YoutubeTV/Netflix/Hulu/Amazon Prime Video & walk to the beach and attractions w/out crossing **pet friendly** **LOCATION** Intersection of Washington st & Jefferson St. supplied for guest: sheets blankets bath towels Shampoo/conditioner soap toilet paper paper towels trash bags Back pack type beach chairs (3) Beach umbrella Bikes (2)

Feb 3 – 10

ﺩ.ﺇ449 per night

Guest favorite

Farm stay in Onancock

4.99 out of 5 average rating, 177 reviews

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Jan 9 – 16

ﺩ.ﺇ654 per night

Guest favorite

Tiny home in Ocean View

4.97 out of 5 average rating, 117 reviews

The Bohemian Rhapsody

*Carefully & thoroughly read entire descriptions & click on photos & read captions!* Enjoy a rustic "glamping" experience in 2 Bohemian themed sheds-the Grateful Shed & Surf Shack...less than 5 miles from beautiful Bethany Beach, DE! Private driveway & entrance, outdoor bath house w/space available to set up tents. We can host up to 6 humans (upon approval) & 2 canine kids. Electric,Wifi,fire pit,beachyard,outdoor grill. Close to area beaches, boardwalks, restaurants & more! No extra fees!

Apr 25 – May 2

ﺩ.ﺇ438 per night

Guest favorite

Home in Chincoteague Island

4.97 out of 5 average rating, 179 reviews

★ Jay’s Waterfront Retreat: Private Dock- Kayaks-Fire Pit-Bikes-Beach-Pet Friendly ★

Fully equipped 1000 sf home-3 Bdrm residence-with fire pit, 2 kayaks, 4 bikes & Private Dock. Linens & towels included Jay's Retreat is at nature's front door within a few miles from Assateague National Seashore (the beach), home of the world famous Chincoteague Ponies. Enjoy: Swimming in the bay and ocean Bicycling Fishing, crabbing, clamming Kayaking, paddle boarding; boating Hiking Bird Watching Nature photography Hunting Nature Trails Great Restaurants & Brew Pub Boat Tours Ponies

Dec 31 – Jan 7

ﺩ.ﺇ489 per night

Guest favorite

Cottage in Chincoteague

4.96 out of 5 average rating, 122 reviews

Summer's Sea Shanty on Chincoteague Island

Summer's Sea Shanty is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups of friends. We've worked hard to make this the ideal modern day beach retreat. This home boasts screened in front and back porches, a fire pit, an open/functional floor plan. We're pet and kid friendly with luxury linens and rugs and dish ware... We're proud to be the best of the best on the island. We're centrally located and minutes from Assateague National Seashore.

Dec 8 – 15

ﺩ.ﺇ1,013 per night

Guest favorite

Cottage in Westover

4.99 out of 5 average rating, 182 reviews

Rumbley Cottage on the Tangier Sound-Private Beach

Winter time is a great time at Rumbley! Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all window. Look out to the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Wifi, Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Mar 8 – 15

ﺩ.ﺇ1,236 per night

Guest favorite

Apartment in Church Creek

4.97 out of 5 average rating, 373 reviews

Church Creek Natures' Rest

Nature's Rest is ideally located, just minutes to Blackwater Wildlife Refuge The Harriet Tubman Museum, as well as boat ramps for easy access to the Chesapeake Bay and it's tributaries for enjoying Maryland's Eastern Shore. We have plenty of parking, so bring your boat, bikes, and binoculars. Just mins from downtown Cambridge for dining & shopping. Discover the many quaint towns the area has to offer, come for a night, or stay as long as you'd like, look forward to meeting you.

Sep 25 – Oct 2

ﺩ.ﺇ482 per night

Guest favorite

Cottage in Westover

4.92 out of 5 average rating, 142 reviews

Heaven on the Bay - A Peaceful Waterfront Retreat

This Chesapeake Bayfront cottage has spectacular views to take you away from everything in any season. It boasts more than 120 feet of waterfront, and you can dangle your feet off the 70 ft “dock of the bay”. Launch kayaks from the small sandy beach in summer, or cozy up to the wood stove in the winter. Inside, you’ll find wood floors throughout, modern kitchen & baths with bay views from every room. Kayaks, SUP, bicycles & crab traps too!

Oct 20 – 27

ﺩ.ﺇ858 per night

Guest favorite

Campsite in Ocean View

4.96 out of 5 average rating, 158 reviews

Tent Camp Site 2, Good Earth near Bethany Beach

Welcome to Good Earth's Camping Field! - Market and restaurant onsite - 4.7 miles from Bethany Beach - Bathhouse and outdoor shower - RV and Vans allowed, just no hookups avail - Solo stoves and picnic tables. - Dogs welcomed with pre-approval - Shade in the afternoon - There is a lot of stuff going on the property (people and cars around) it’s not a secluded campground

Mar 25 – Apr 1

ﺩ.ﺇ122 per night

Guest favorite

Cottage in Berlin

4.99 out of 5 average rating, 120 reviews

Bayfront Cottage w/ Amazing Views

Whether you’re enjoying time by the firepit or sipping coffee on the couch, the views of Sinepuxent Bay and Assateague Island make this cottage the ideal spot for your next vacation. The cottage is located in a quiet neighborhood and is only a short drive from Assateague Island, the historic town of Berlin, and the Ocean City Boardwalk.

Nov 23 – 30

ﺩ.ﺇ603 per night

Guest favorite

Home in Parsonsburg

4.84 out of 5 average rating, 122 reviews

Forest Grove Retreat

Quaint two bedroom house situated on a large country lot, fire pit, car port. Centrally located between Salisbury and the Beaches... Ocean City and Assateague Island. The second bedroom is off of the main bedroom, has privacy. We have WiFi! Pets allowed with $50 fee.

Jan 16 – 23

ﺩ.ﺇ435 per night