Modest Town Vacation Rentals

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Our top choices for Modest Town vacation rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (507 reviews)
"Love the resort! "
United States
Hannah
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (209 reviews)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina

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

Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Birch Town
9.6 out of 10, Exceptional, (42 reviews)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is CA $144
CA $547 total
includes taxes & fees
Feb 8 - Feb 9
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

Cozy cottage w/creekside fire pit & pet‑friendly

Cozy cottage w/creekside fire pit & pet‑friendly
Up the Neck
9.4 out of 10, Exceptional, (137 reviews)
"House was exactly as advertised. Everything worked as expected. This house is one of the few in this town that offered linens, a big selling point for us."
United States
Kato A.
The price is CA $186
CA $398 total
includes taxes & fees
Feb 8 - Feb 9
Cozy cottage w/creekside fire pit & pet‑friendly

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

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Down the Marsh
9.8 out of 10, Exceptional, (25 reviews)
"Loved that it was right on the bay. "
United States
Debra
The price is CA $163
CA $213 total
includes taxes & fees
Feb 12 - Feb 13
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

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

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (66 reviews)
"Everything was just perfect! Enjoyed our three day stay! "
United States
Mary C.
The price is CA $148
CA $381 total
includes taxes & fees
Feb 8 - Feb 9
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities
Captain's Cove
9.8 out of 10, Exceptional, (61 reviews)
"This is a unique home with beautiful views! The amenities were wonderful, the home was so clean, and Nick was great with checking in to make sure everything was good. Would definitely stay here again! "
United States
Kristy C.
The price is CA $94
CA $591 total
includes taxes & fees
Feb 8 - Feb 9
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!
Deep Hole
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful home with everything needed for comfort and a great time! Great location for getting to the beach, shopping and dining out. Communication with host was very informative and helpful. Thank you Chip!"
United States
Gil R.
The price is CA $121
CA $327 total
includes taxes & fees
Feb 10 - Feb 11
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54 reviews)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is CA $215
CA $613 total
includes taxes & fees
Feb 8 - Feb 9
The purple door at the bay.

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (31 reviews)
"Everything was great. Will stay again "
United States
Richard R.
The price is CA $138
CA $259 total
includes taxes & fees
Feb 9 - Feb 10
Only 5 min. from the Beach!

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

Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6
Accomac
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is CA $208
CA $430 total
includes taxes & fees
Feb 8 - Feb 9
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (22 reviews)
"Stay at Assateague Inn was clean, comfy, cozy, and convenient. "
United States
Anonymous traveller
The price is CA $138
CA $259 total
includes taxes & fees
Feb 8 - Feb 9
Assateague Inn 104 by Seaside Vacations & Sales

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4 reviews)
"House was clean, cozy and convenient for our weekend stay on the island. We will be there for the same event next year and will consider booking The Neigh Neigh again depending on who comes next time! Cheers"
United States
Bob S.
The price is CA $137
CA $551 total
includes taxes & fees
Feb 8 - Feb 9
The Neigh-Neigh - Location! Location! Location!

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
Wachapreague
10.0 out of 10, Exceptional, (2 reviews)
"We absolutely loved our stay at the Artist Apartment! The space is beautifully designed with plenty of room inside, and the outdoors space is just as nice! Between the two decks, the screened porch connecting them and the backyard with its magical lighting, there was always a perfect spot to relax and enjoy the ambiance. We especially appreciated how much space there was for everyone to spread out and have their own quiet moments. The location was perfect, right on main street within walking...
United States
Heather G.
The price is CA $120
CA $420 total
includes taxes & fees
Feb 13 - Feb 14
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

Coral Villa

Coral Villa
Piney Island
8.4 out of 10, Very good, (5 reviews)
"Close to the beach. Peaceful stay. My family enjoyed."
United States
Natasha M.
The price is CA $135
CA $269 total
includes taxes & fees
Feb 17 - Feb 18
Coral Villa

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52 reviews)
"Great little place "
United States
Eric R.
The price is CA $111
CA $257 total
includes taxes & fees
Feb 8 - Feb 9
Cottage near the Bay

A Bargain on Chincoteague Island!

A Bargain on Chincoteague Island!
Chincoteague Island
8.8 out of 10, Excellent, (3 reviews)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
The price is CA $138
CA $259 total
includes taxes & fees
Feb 12 - Feb 13
A Bargain on Chincoteague Island!

Close to Assateague National Seashore!

Close to Assateague National Seashore!
Chincoteague Island
8.8 out of 10, Excellent, (3 reviews)
"The complex needs care specially in the outside common areas. Other than that we enjoyed our stay"
United States
Juan B.
The price is CA $138
CA $260 total
includes taxes & fees
Feb 28 - Mar 1
Close to Assateague National Seashore!

Cozy Barn Loft: Country Views & Central to Beaches

Cozy Barn Loft: Country Views & Central to Beaches
Pocomoke City
10.0 out of 10, Exceptional, (19 reviews)
"Very clean and cozy home, they had all the necessary things we needed for our stay and we will certainly be staying there again if it’s available during our next visit. "
United States
Ryan B.
The price is CA $204
CA $391 total
includes taxes & fees
Feb 26 - Feb 27
Cozy Barn Loft: Country Views & Central to Beaches

Only 5 min from Assateague National Seashore!

Only 5 min from Assateague National Seashore!
Chincoteague Island
7.4 out of 10, Good, (3 reviews)
"Low-quality furniture. needs to be updated"
United States
Susan E.
The price is CA $138
CA $259 total
includes taxes & fees
Feb 9 - Feb 10
Only 5 min from Assateague National Seashore!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Modest Town Hotel Reviews

Find out more about Modest Town

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Modest Town. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Modest Town?

Yes, there are vacation rentals close to top points of interest in Modest Town, or you can go with a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Modest Town has to offer?

Blufin Bungalows & Marina: This vacation home rental outside of Modest Town 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 Modest Town?

While exploring the area, visit family-friendly sights like Maui Jack's Waterpark, 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 Modest Town?

Vacation rentals are privately owned properties you can stay in for several days or more in Modest Town. Vacation rentals offer extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.