Modest Town Holiday Rentals

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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, (490)
"What an absolute wonderful place. Staff were so friendly and the cottages were amazing very clean. We would definitely stay here again."
United States
julie
Key West Cottages

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 AU$391
includes taxes & fees
6 Jan - 7 Jan 2026
Walk to Restaurants & Attractions-Linens Included! Book your Beach Vacation Now!

Cozy cottage w/creekside fire pit & grill

Cozy cottage w/creekside fire pit & grill
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 AU$605
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy cottage w/creekside fire pit & grill

Only 5 min. from the Beach!

Only 5 min. from the Beach!
Chincoteague Island
9.2 out of 10, Wonderful, (31)
"Great location that was very clean, kid friendly, and good amenities! Liked how close it was to everything, very walkable."
United States
Jeananne K.
The price is AU$284
includes taxes & fees
30 Dec - 31 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 AU$606
includes taxes & fees
7 Jan - 8 Jan 2026
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard

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 AU$288
includes taxes & fees
8 Jan - 9 Jan 2026
Assateague Inn 104 by Seaside Vacations & Sales

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)
"Wonderful location. Walking distance to shops and restaurants and sunsets. Hosts were responsive and helpful. Check in and checkout were seamless."
United States
imelda s.
The price is AU$429
includes taxes & fees
26 Dec - 27 Dec
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

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 AU$679
includes taxes & fees
2 Jan - 3 Jan 2026
The purple door at the bay.

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 AU$288
includes taxes & fees
4 Jan - 5 Jan 2026
A Bargain on Chincoteague Island!

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 AU$606
includes taxes & fees
12 Jan - 13 Jan 2026
The Neigh-Neigh - Location! Location! Location!

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 AU$479
includes taxes & fees
29 Dec - 30 Dec
Newly Constructed Second Floor Modern Studio Apartment Unit 2 ~ Sleeps 6

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 AU$648
includes taxes & fees
26 Dec - 27 Dec
Chincoteague Island Home- "Blue Tide Townhome" Kayaks Included!

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)
"Cute condo, exactly like the listing. Best communication I’ve ever had. "
United States
Jennifer W.
The price is AU$288
includes taxes & fees
4 Jan - 5 Jan 2026
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 AU$288
includes taxes & fees
4 Jan - 5 Jan 2026
Only 5 min from Assateague National Seashore!

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 AU$319
includes taxes & fees
28 Dec - 29 Dec
Only 5 min. from the Beach!

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 AU$296
includes taxes & fees
6 Jan - 7 Jan 2026
A Little Serenity- A Cozy One Bedroom Escape in Quant Onancock,Mid-Eastern Shore

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, (60)
"The Property was very well-maintained and accommodating, with most everything you could need. This made the stay much simpler and more enjoyable. The dock and kayaks were a great addition to the fun. "
United States
Randy A.
The price is AU$1,001
includes taxes & fees
5 Jan - 6 Jan 2026
Modern Waterfront Retreat- Panoramic Bay Views, Kayaks, Pools & Resort Amenities

Cottage near the Bay

Cottage near the Bay
Crisfield
8.8 out of 10, Excellent, (52)
"Could use some fixing here and there which was addressed to owner and handicap accessibility would be great, like a ramp from outside into sunroom entrance. Was very quiet and relaxing, overall had a wonderful stay"
United States
Amy C.
The price is AU$281
includes taxes & fees
27 Dec - 28 Dec
Cottage near the Bay

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

Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3
Accomac
10.0 out of 10, Exceptional, (18)
"We enjoyed our stay so we could visit our granddaughter."
United States
Stephen S.
The price is AU$537
includes taxes & fees
29 Dec - 30 Dec
Newly Constructed Modern 1 Bedroom Apartment with Luxury Shower ~ Sleeps 3

Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt

Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
2.0 star property
Onancock
10.0 out of 10, Exceptional, (2)
"If you love historic old houses with grand high ceilings, you will love this Onancock house. Great for large families. Nice big kitchen with kitchenware to make meals. The one bedroom apartment is an added bonus for your family members who want more privacy. We had a fabulous time and everything was seamless from booking, to stay, to checking out. Thank you for a great family weekend!"
United States
Linda C.
The price is AU$1,489
includes taxes & fees
6 Jan - 7 Jan 2026
Timeless Elegance with Modern Luxury: Historic 6-BR Home plus attached 1-BR Apt
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, 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 favourite 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 depend 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 AU$288 per night. Entering your travel dates in the search wizard might find you 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 Smart 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 Chincoteague Channel. In the wider area, you’ll find Assateague Point and Robert N. Reed Downtown Waterfront Park.

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.