Assawoman Vacation Rentals from $196: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Assawoman?

Blufin Bungalows & Marina : This vacation home rental near Assawoman is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

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Our top choices for Assawoman vacation rentals

1. Blufin Bungalows & Marina

Down the Marsh

David

$175 nightly

Sep 23 - Sep 24

Total with taxes and fees

2. Key West Cottages

Downtown Chincoteague

Lindsay

$242 nightly

Sep 7 - Sep 8

Total with taxes and fees

3. Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Down the Marsh

Hazel T.

$215 nightly

Sep 8 - Sep 9

Total with taxes and fees

4. Assateague Inn 203 by Seaside Vacations & Sales

Chincoteague Island

Annette H.

$196 nightly

Sep 9 - Sep 10

Total with taxes and fees

5. Assateageue Inn 104 by Seaside Vacations & Sales

Chincoteague Island

Paula

$185 nightly

Sep 16 - Sep 17

Total with taxes and fees

6. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Birch Town

Lori D.

$383 nightly

Sep 8 - Sep 9

Total with taxes and fees

7. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

Up the Neck

$318 nightly

Sep 16 - Sep 17

Total with taxes and fees

8. Bayfront Modern Retreat • Dock, Kayaks, Views

Captain's Cove

Becky S.

$436 nightly

Sep 7 - Sep 8

Total with taxes and fees

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Top Assawoman Hotel Reviews

Blufin Bungalows & Marina

10/10 Excellent

"I love staying here. The view is beautiful and there are activities like renting jet skis or boats for fishing. It is in close proximity to all of the local restaurants and shopping."

Key West Cottages

10/10 Excellent

"It doesn't get any better than this! Chincoteague is absolutely wonderful. The Key West Cottages are gorgeous. Gorgeous views! The rooms are superb. Perfect for solo trips, at least in my opinion :). The staff is marvelous, very pleasant and polite. The outdoor pool is a must. I like that they have their own private beach. Perfect place to catch a sunset. There is a laundry facility on site for guests, just bring your own detergent. I will make this my vacation spot every year!"

Waterside Inn

8/10 Good

"Our room was clean and the bed was very comfortable. Our view of the bay was amazing on the balcony, with beautiful sunsets. The room was nice and spacious just a little musty smelling and we had ants and fruitflies to deal with. I know that's common on the island. We bought ant spray and a plug in air freshner and that took care of those issues right away. Fruitflies were annoying but it sounds like everyone on the island was dealing with those at their houses also. They had breakfast choices of waffles, muffins, eggs and sausage which was nice. They have a hot tub, swimming pool that was well maintained, nice dock and pier to fish off of."

Refuge Inn

10/10 Excellent

"The Refuge Inn is truly a hidden gem. From the check-in to the amenities and the ponies on the property, our stay was marvelous. The rooms were extremely clean, well maintained, and comfortable. Breakfast (that is delivered right to your room at a time of your choosing) was great as well; plenty of options. The amenities (pool, hot tub, fitness room, etc.) were in fantastic condition. And of course, the gorgeous horses on the property made for an extra-special stay. I would highly recommend to all travelers!"

Find out more about Assawoman

Everything you need to know about Assawoman vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Assawoman vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Assawoman vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Assawoman vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Assawoman. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Assawoman in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $196 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Assawoman rentals

At Expedia, we put the best Assawoman vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Assawoman rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Assawoman vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Assawoman. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Assawoman?

Yes, we give you a choice of vacation rentals near popular local attractions in Assawoman, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Assawoman?

Blufin Bungalows & Marina: This vacation home rental near Assawoman is on the beach and equipped with free WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

What can I see and do in Assawoman?

While exploring the area, visit family-friendly sights like Wallops Flight Facility, or get outside and enjoy nature at Chincoteague Channel. In the larger area, you’ll find Assateague Point and Robert N. Reed Downtown Waterfront Park.

What are vacation rentals like in Assawoman?

Vacation rentals are private accommodations you can stay in for a couple days or more in Assawoman. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Assawoman vacation rentals

1. Blufin Bungalows & Marina

2. Key West Cottages

3. Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

4. Assateague Inn 203 by Seaside Vacations & Sales

5. Assateageue Inn 104 by Seaside Vacations & Sales

6. Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

7. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

8. Bayfront Modern Retreat • Dock, Kayaks, Views

9. Misty Mare Townhouse - Gorgeous home on Chincoteague Island

10. The purple door at the bay.

11. 2 Mi to Downtown: Tranquil Abode in Chincoteague!

12. Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

13. Central Location~Walk 2 Dining! Beach Pass & Gear!

14. Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

15. Pet-friendly creekside cottage w/ backyard

16. Cozy Barn Loft: Country Views & Central to Beaches

17. Assateague Inn 102 by Seaside Vacations & Sales

18. Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

19. Cozy 2-bedroom house in Chincoteague

20. Waterfront Bungalow 2 on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

Find vacation rentals that suit your style

Top Assawoman Hotel Reviews

Blufin Bungalows & Marina

Key West Cottages

Waterside Inn

Anchor Inn

Fairfield Inn & Suites by Marriott Chincoteague Island Waterfront

Spark by Hilton Chincoteague Island

Refuge Inn

Hampton Inn & Suites Chincoteague Waterfront

Marina Bay Hotel & Suites, an Ascend Collection Hotel

Find out more about Assawoman

Frequently asked questions

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