Holiday Rentals in Modest Town

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Our top choices for Modest Town holiday rentals

Key West Cottages

Key West Cottages
3.0 star property
Downtown Chincoteague
9.8 out of 10, Exceptional, (488)
"We love Key West Cottages!"
United States
Jonathan
Key West Cottages

Blufin Bungalows & Marina

Blufin Bungalows & Marina
3.0 star property
Down the Marsh
9.6 out of 10, Exceptional, (207)
"yesss amazing stay "
United States
EDA
Blufin Bungalows & Marina

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, (23)
"Loved that it was right on the bay. "
United States
Debra
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)
"Great location. The house was perfect for our family. I especially enjoyed the swing on the porch "
United States
pat B.
The price is €224
includes taxes & fees
14 Dec - 15 Dec
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

Assateague Inn 104 by Seaside Vacations & Sales

Assateague Inn 104 by Seaside Vacations & Sales
Chincoteague Island
9.6 out of 10, Exceptional, (22)
"Stay at Assateague Inn was clean, comfy, cozy, and convenient. "
United States
Anonymous traveller
The price is €165
includes taxes & fees
11 Jan - 12 Jan 2026
Assateague Inn 104 by Seaside Vacations & Sales

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Cottage w Private Creek, Sunroom, Fire Pit, & WiFi
Up the Neck
9.4 out of 10, Exceptional, (137)
"Nice and quiet spot on island, kind of away from the busy parts of island. "
United States
Derek W.
The price is €270
includes taxes & fees
14 Dec - 15 Dec
Cottage w Private Creek, Sunroom, Fire Pit, & WiFi

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (30)
"Enjoyed our stay. Clean, comfortable, and tastefully decorated. Perfect set up with privacy between the two rooms. Would definitely recommend and stay again!"
United States
Kristina E.
The price is €167
includes taxes & fees
14 Dec - 15 Dec
Only 5 min. from the Beach!

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)
"It was family & friends that needed a get away and we really Enjoy the area"
United States
Lori D.
The price is €351
includes taxes & fees
22 Dec - 23 Dec
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore
Onancock
9.6 out of 10, Exceptional, (5)
"Very convenient location and Steve was very attentive to our needs - even the dog enjoyed the stay."
United States
William M.
The price is €167
includes taxes & fees
16 Dec - 17 Dec
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street

"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street
Downtown Chincoteague
9.4 out of 10, Exceptional, (3)
"Check in was easy! A/C units were a bit tricky. Location was great! "
United States
Camille S.
The price is €255
includes taxes & fees
15 Dec - 16 Dec
"The 3 Sisters" Ivy's Cottage-Adorable In Town Cottage Near Historic Main Street

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, (59)
"Nick is an excellent host. The home was so fun for our family to stay in. The view is so beautiful and peaceful. It is even more beautiful in person. Short drive to reach Chincoteague and Assateague. Stocked with everything you need. I walked down the street and got a massage using the info provided in the house. Thanks for a wonderful and beautiful stay. "
United States
Natalie K.
The price is €414
includes taxes & fees
19 Dec - 20 Dec
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!
2.0 star property
Deep Hole
10.0 out of 10, Exceptional, (7)
"Great stay. Great host. Very clean place. Couldn’t of asked for a better host and house ! "
United States
James E.
The price is €291
includes taxes & fees
19 Dec - 20 Dec
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Bella's Beach Retreat by Seaside Vacations & Sales

Bella's Beach Retreat by Seaside Vacations & Sales
Chincoteague Island
8.0 out of 10, Very good, (8)
"What a lovely little space! Everything was clean and just as described. We loved the dock out over the marsh grasses and used it every day - especially since the beach was closed we could still feel close to the water. The staff were super friendly and helpful. "
United States
Mary Kalbach E.
Bella's Beach Retreat by Seaside Vacations & Sales

Only 5 min from Assateague National Seashore!

Only 5 min from Assateague National Seashore!
Chincoteague Island
7.4 out of 10, Good, (3)
"Low-quality furniture. needs to be updated"
United States
Susan E.
The price is €167
includes taxes & fees
14 Dec - 15 Dec
Only 5 min from Assateague National Seashore!

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!
Deep Hole
9.4 out of 10, Exceptional, (13)
"Went for a guys trip and enjoyed it "
United States
John W.
The price is €338
includes taxes & fees
13 Dec - 14 Dec
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

A Bargain on Chincoteague Island!

A Bargain on Chincoteague Island!
Chincoteague Island
8.8 out of 10, Excellent, (3)
"Overall the place was nice enough for the cost. "
United States
Stacey S.
The price is €168
includes taxes & fees
22 Dec - 23 Dec
A Bargain on Chincoteague Island!

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.4 out of 10, Exceptional, (8)
"Close to everything, quiet, clean"
United States
Eileen D.
The price is €188
includes taxes & fees
12 Jan - 13 Jan 2026
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)
"Beautiful, comfortable, and quiet. Everything we needed and more!!Very helpful and friendly hosts. "
United States
Karen K.
The price is €278
includes taxes & fees
22 Dec - 23 Dec
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

The purple door at the bay.

The purple door at the bay.
Captain's Cove
9.2 out of 10, Wonderful, (54)
"Price and location was the primary reason the purple door works for us!"
United States
Patrick O.
The price is €391
includes taxes & fees
13 Dec - 14 Dec
The purple door at the bay.

The Neigh-Neigh - Location! Location! Location!

The Neigh-Neigh - Location! Location! Location!
Downtown Chincoteague
10.0 out of 10, Exceptional, (4)
"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 €365
includes taxes & fees
28 Dec - 29 Dec
The Neigh-Neigh - Location! Location! Location!
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

Everything you need to know about Modest Town holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Modest Town holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Modest Town holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Modest Town holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Modest Town holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Modest Town holiday rentals we have selected for you start as low as €165 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Modest Town rentals

At Expedia, we put the best Modest Town holiday 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 Modest Town 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 Modest Town holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Modest Town. 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 a holiday rental in Modest Town?

Yes, there are holiday rentals close to the most popular sights in Modest Town, or you can select a more secluded option if you're looking for a relaxing stay.

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

Blufin Bungalows & Marina: This holiday 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 Wallops Flight Facility, or get outside and enjoy nature at Assateague Point. In the wider area, you’ll find Robert N. Reed Downtown Waterfront Park and Assateague Lighthouse.

What are holiday rentals like in Modest Town?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Modest Town. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.