House vacation rentals in Assateague Island

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Top-rated house rentals in Assateague Island

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Superhost

Home in Ocean City

4.78 out of 5 average rating, 23 reviews

The Oliver House

This property boasts breathtaking views of the Ocean City skyline and is nestled in a quiet neighborhood in West Ocean City. Bring your boat, paddle boards, kayaks and firewood for the most incredible vacation. Crabs and clams are plentiful and the kids can enjoy playing in the small beach area while splashing or swimming in the bay. Although you may never want to leave, it's a short drive to Ocean City's beaches and boardwalk, Assateague Island and the quaint must-see town of Berlin, Maryland.

Top guest favorite

Home in Chincoteague

4.98 out of 5 average rating, 53 reviews

Central Location- Walk to Dining & Entertainment!

Experience the ultimate in coastal living at this beautifully renovated home, a stone's throw from the Beach road. Seasonal discounts available, this is your perfect getaway destination. The interior features a bright chef's kitchen with granite countertops and a tiled backsplash, an open-concept first floor with a cozy living room, and a convenient half bath. Retire to the second level where 2 bedrooms await, including a primary suite with a private bath and balcony for serene morning views 🌄

Top guest favorite

Home in Ocean Pines

4.88 out of 5 average rating, 58 reviews

Sunny Days

Casual, spacious open floorplan, all on one floor with a huge back sun porch, nice front sun porch and deck. Centrally located, beaches, historic Berlin, and amenity filled community [pools, golf, pickle-ball etc.] Sleeps 8-9; king, queen, full-twin bunk, single. Must be 25 yrs old or prior service military or first responders. Recent price hikes forced us to cut the cable, switch to streaming services, and install TVs in each room. Linens and beach club parking pass available for a fee.

Superhost

Home in Selbyville

5 out of 5 average rating, 4 reviews

Bayside Resort w/2 Master Suites, Turn Key!

This home has 6 bedrooms, 4 full bathrooms and accommodates up to Max 14 guests (up to 10 adults) There are many upgrades throughout the home including a beautiful gourmet kitchen with stainless steel appliances, a large kitchen Island with granite counter tops and unique backsplash and extra large, deep farm sink. Whether your passion is golf, exercise, the outdoors, nature, fishing, water sports, kayaks, biking, or music there is always something to do for everyone, young and old alike.

Superhost

Home in Chincoteague

4.66 out of 5 average rating, 89 reviews

Chincoteague beach house, Sleeps 10, pet friendly

Great vacation island house overlooking the Assateague Channel, the lighthouse and the marshes where the wild ponies graze. The house has a screened front porch with a deck that overlooks everything, yet is only about a minute to downtown. The trolly will stop right in front of the house and take your all around the island. Three bedrooms, 2 bathrooms with an outside beach shower. Everything you would want for up to 10 guests. Well-behaved pets are fine with the pet fee. Linen service avail.

Top guest favorite

Home in Rehoboth Beach

5 out of 5 average rating, 41 reviews

5 BR Townhouse w/ private elevator-Rehoboth Beach

This townhouse features 5 bedrooms and 3.5 bathrooms, elevator, and plenty of parking. Pets are allowed with a fee, and you can access two gyms. We offer complimentary sheets and towels. Community pools are available from Memorial Day through Labor Day. It is located in a gated community five miles from downtown Rehoboth Beach. Rentals booked from Labor Day to Memorial Day are non-refundable if canceled within 30 days of the rental date. The HOA requires a short-term lease agreement.

Superhost

Home in Frankford

4.76 out of 5 average rating, 92 reviews

Beaches Near By

Spacious and welcoming; centrally located. Landscaped, relaxing country-like setting, clean, comfy and casual-chic decor and family friendly. Daily rental house 6 miles from Bethany Beach. NJ and MD beaches near by. Multi-night discount (3 bdrms/2 baths @ 2,000sq ft); Sleeps 9 (3 doubles/3 singles). Eat-in kitchen, central air, and washer/dryer. Smoke-free interior; no pets. Covered entries; front porch, deck and spacious yard with shade trees; Lots of parking for boats and trailers.

Guest favorite

Home in Chincoteague

4.9 out of 5 average rating, 112 reviews

Chincoteague Island Creekside Cottage

Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal small town". Private dock off large back yard for crabbing or catching the sunset, minutes away from the Chesapeake Bay and Historic downtown, 10 minutes to Chincoteague National Wildlife Refuge (Ponys) and the Beach (golf cart friendly). Everyone can hang on the huge sectional in the eve and play board games or catch up. Smart TV, Wifi, Large cooks kitchen (dbl oven), Table extends to 124". Make Memories!

Top guest favorite

Home in Rehoboth Beach

5 out of 5 average rating, 191 reviews

Beautiful Beach House in Rehoboth

Now Available during Summer Season for the first time! Few spots still open: June 2-11; July 6-16; July 26-30; Aug 25-31 Gorgeous modern spacious house in Rehoboth Beach with large open floor plan on quiet street. Five bedrooms/3.5 baths. Walk to town/beach - four blocks from beach right off Rehoboth Ave. Private pool with two levels of decks, grill and table/umbrella on top deck. Big open kitchen/dining/living area, over 3000 square feet of space overall.

Superhost

Home in Georgetown

4.78 out of 5 average rating, 18 reviews

Salty Roots Ranch_Sports@Beach_DETurf_Dogfish

Escape to Salty Roots Ranch, a spacious 5-bedroom retreat in Georgetown, Delaware, perfect for large groups. Unwind in two cozy living areas or enjoy the expansive backyard with games. Located just 5 minutes from Sports at the Beach, it's ideal for tournament stays. Explore historic Milton, sip craft brews at Dogfish Head Brewery, or relax on Rehoboth Beach, just a short drive away. Whether for sports, adventure, or relaxation, this getaway has it all—book now!

Guest favorite

Home in Cambridge

4.98 out of 5 average rating, 126 reviews

Waterfront Getaway w/ Pier - Sleeps 10, 4 bedrooms

Escape to our charming & serene waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

Superhost

Home in Ocean View

4.93 out of 5 average rating, 27 reviews

Spectacular Accommodations! 4 bdr home , grill

The best place to stay in Bethany Beach , De is Bishops Landing in Millville! It’s 4.8 miles from Bethany Beach Boardwalk . This brand new 4 bedroom single family home with 2 master suites won't disappoint!! It has a large living area, kitchen , and dining areas, spacious outdoor deck access to golf within 3 miles , the community has a pool within walking distance of the house , Pickleball courts ! This is a great place to relax , and enjoy !