Modest Town Holiday Rentals

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Holiday Rentals in Modest Town

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (293)
"I love how quiet and relaxing the property was this time of year. Amazing views. I look forward to returning soon!"
The price is AU$193
includes taxes & fees
2 Dec - 3 Dec
Key West Cottages

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (83)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina

Shackeau East - Magnificent Views!

10.0 out of 10, Exceptional, (6)
"Cute cottage perfect for 2 people. Beautiful views of the bay/waterway across from the nature reserve. Lots of birds to see from property/screened in porch. Walking distance to a couple restaurants but also a close drive to Main Street (restaurants and shopping). Short drive or bike to nature reserve and beach. We greatly enjoyed our stay and already booked the cottage for a week next fall."
Shackeau East - Magnificent Views!

Island Breeze Cottage w/ screened porch. Water view! Quiet location!

9.8 out of 10, Exceptional, (275)
"Clean and quiet. Efficient use of space"
Island Breeze Cottage w/ screened porch. Water view! Quiet location!

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (21)
"Small Cozy condo for couples. Very quiet and relaxing with great sunrises and sunsets! Great location with being on the water!"
Waterfront on Marsh Island!

Cozy Little Cottage on chincoteague island va.

9.4 out of 10, Exceptional, (36)
"The cottage is as described. There is no stove but it truly didn’t matter. Bed is very compfy. Shower is clean and hot. Quit neighborhood. The screened in porch is the best! Coffee and reading in the rockers. The cottage is close to everything !Thank you Don. We loved our stay."
Cozy Little Cottage on chincoteague island va.

Only 5 min. from the Beach!

9.0 out of 10, Wonderful, (19)
"We were pleased with what we found! The space was exactly as advertised and we really liked the fact that the bedroom was completely separate from the kitchenette and second bed. The two bathrooms we also great since it was my wife and I, our daughter and her best friend. The separate space for the adults was super! The cost of the room per night was very reasonable for it being the off season. "
The price is AU$296
includes taxes & fees
8 Dec - 9 Dec
Only 5 min. from the Beach!

2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse

9.6 out of 10, Exceptional, (43)
"Wonderful property and great location. Would love to stay in cabin 5 again. Had everything we needed. Management was friendly and always available."
2BR Snug Harbor Waterfront Cottage with the Most Spectacular View of lighthouse

Cabin at Holdens Creek on Eastern Shore of VA

9.6 out of 10, Exceptional, (158)
"An amazing experience with amazing people. We made this annual visit and every year it gets better and better. We will definitely be coming back. Thank you so much to the hosts for having us and best wishes."
Cabin at Holdens Creek on Eastern Shore of VA

Tranquil Shores - Relaxation With a Water View!

10.0 out of 10, Exceptional, (123)
"Clean, well appointed, and perfectly located for visiting Chincoteague and enjoying all the island has to offer. We plan to return again next year!!"
Tranquil Shores - Relaxation With a Water View!

SeaLaVie!!!

9.8 out of 10, Exceptional, (37)
"On the island to visit family and wanted my own space! The cottage was perfect! The decor in line with the cottage theme! So clue and comfortable. It was the perfect setting. Quiet neighborhood. Even saw deer one morning!"
SeaLaVie!!!

As close as you can get to the ocean south of Chincoteague

10.0 out of 10, Exceptional, (134)
"We had a wonderful time at this beautifully appointed home. Everything was just as advertised. Six kayaks, gas grill, beautiful view and great kitchen/dining areas. Our hostess was wonderful to us. "
As close as you can get to the ocean south of Chincoteague

Historic Family Vacation Home with Golf Cart

9.6 out of 10, Exceptional, (4)
"Everything exceeded our expectations and the check out process was very simple"
Historic Family Vacation Home with Golf Cart

The Hideaway Cottage

9.8 out of 10, Exceptional, (79)
"Has what you need. It is cozy. Close to town and the beach. Third time staying here. Love it. "
The Hideaway Cottage

Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!

10.0 out of 10, Exceptional, (37)
"We went for a quick weekend getaway to Chincoteague. Great location and comfortable stay. Hosts were very prompt with responses to emails. No problems whatsoever. Everything we needed. Thanks for the use of your home. "
The price is AU$572
includes taxes & fees
30 Nov - 1 Dec
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!

Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil

9.4 out of 10, Exceptional, (16)
"Great location convenient to restaurants and Assateague. The view from the porch is beautiful and the deck furniture is really nice. The appliances are ok. The kitchen drawers and cabinets need to be thoroughly scrubbed and organized. Allot of the things in the drawers needs to be discarded. The Master bed is ok. The other beds are very uncomfortable and could benefit from quality mattress toppers. Sheets and towels were clean."
Ocean East 1 is a beautifully located Vacation Home and even welcomes your famil

Only 5 min. from the Beach!

9.0 out of 10, Wonderful, (12)
"clesn, comfortable it had everything we needed....would stay again.."
The price is AU$296
includes taxes & fees
9 Dec - 10 Dec
Only 5 min. from the Beach!

Small cottage for those little getaways

10.0 out of 10, Exceptional, (105)
"Very cozy cottage tucked off the road great check-in experience place was clean easy parking will definitely go back again"
Small cottage for those little getaways

Hidden Gem! Clean & Cozy and Family Friendly!

9.6 out of 10, Exceptional, (54)
"Overall our stay here was great. The house was clean, and the furniture and beds were comfortable. The rooms are spacious. The only negatives for us were the very low water pressure in the shower, and having to park under a pine tree that dropped needles and sap all over our cars. All my interactions with the owner were great. "
Hidden Gem! Clean & Cozy and Family Friendly!

Only 5 min to Assateague National Seashore!

9.2 out of 10, Wonderful, (10)
"I have been staying at the Assateague Inn in Chincoteague for the last 7 Years! It is an annual Fall trip that I look forward to every year. This years visit did not disappoint. The apartment was exceptionally clean, modern, and had all of the comforts of home. The bed was very comfortable, and there was even a Wine Cooler!"
The price is AU$296
includes taxes & fees
8 Dec - 9 Dec
Only 5 min to 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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Other types of properties in Modest Town you may be interested in

Waterside Inn

2.0 star property
8.8 out of 10, Excellent, (1096)
"Thank you : me. And wife happy about this place. ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ stars. "
The price is AU$102
includes taxes & fees
2 Dec - 3 Dec
Waterside Inn

Key West Cottages

3.0 star property
9.8 out of 10, Exceptional, (293)
"I love how quiet and relaxing the property was this time of year. Amazing views. I look forward to returning soon!"
The price is AU$193
includes taxes & fees
2 Dec - 3 Dec
Key West Cottages

Comfort Suites Chincoteague Island Bayfront Resort

2.5 star property
9.6 out of 10, Exceptional, (1048)
" Clean rooms and super nice staff"
The price is AU$162
includes taxes & fees
22 Dec - 23 Dec
Comfort Suites Chincoteague Island Bayfront Resort
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 Kegotank Bay. In the wider area, you’ll find Chincoteague Channel and Assateague Point.

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.