Modest Town Vacation Rentals

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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Modest Town Vacation Homes

Blufin Bungalows & Marina
Relax in a serene waterfront retreat with enclosed balconies and a tranquil atmosphere.

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (160)
"excellent place to stay on the water"
The price is CA $383
CA $430 total
includes taxes & fees
Aug 7 - Aug 8
Blufin Bungalows & Marina
At the Water's Edge - is there anywhere you'd rather be?!
Enjoy a peaceful retreat with a balcony overlooking a serene lake or river, featuring a seating area with a table and chairs.

At the Water's Edge - is there anywhere you'd rather be?!

10.0 out of 10, Exceptional, (48)
"Great property! Very clean"
At the Water's Edge - is there anywhere you'd rather be?!
Cottage near the Bay
Enjoy cooking and dining in this well-equipped kitchen with a central island and dining table.

Cottage near the Bay

9.0 out of 10, Wonderful, (39)
"First time trying this style rental and I’m absolutely happy with the decision. The host was very accommodating and available to answer questions I had plenty of local information on hand to do things very family-friendly fun. "
The price is CA $112
CA $258 total
includes taxes & fees
Aug 7 - Aug 8
Cottage near the Bay
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Enjoy ocean views from the covered porch, where you can relax in Adirondack chairs or dine al fresco.

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

9.6 out of 10, Exceptional, (15)
"We loved our stay at Blufin Bungalows. Great views and location. "
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
The Pearl at Grand Bay on Chincoteague Island!
Enjoy al fresco dining on this serene patio with a round table and four chairs, perfect for outdoor cooking and taking in the tranquil surroundings.

The Pearl at Grand Bay on Chincoteague Island!

9.6 out of 10, Exceptional, (7)
"Great location that is walking distance from the Pearl restaurant and a local park makes it easy for families. Everything else in the town is a quick 5 minute drive. "
The Pearl at Grand Bay on Chincoteague Island!
The Happy Crab - Waterfront on Chincoteague Island!
Relax on the covered porch with Adirondack chairs and a small table, or dine in the adjacent living space with a view.

The Happy Crab - Waterfront on Chincoteague Island!

9.0 out of 10, Wonderful, (14)
"Really enjoyed the place, beautiful sunrises, great little island and food "
The Happy Crab - Waterfront on Chincoteague Island!
Kick back and relax at “Knot Stressed” in total comfort.
Enjoy meals at the dining table in this open-plan living space, which features a kitchen area and sliding glass door leading to an outdoor area.

Kick back and relax at “Knot Stressed” in total comfort.

10.0 out of 10, Exceptional, (28)
"We have family in the area and this was our second time staying at Knot Stressed while we visited them. It's the perfect size for our family of 4. It's clean, quiet, and equipped with all the necessities. We loved walking around the neighborhood and out to the water. We'll stay here every time we come to visit."
Kick back and relax at “Knot Stressed” in total comfort.
Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.
Outdoor dining

Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.

10.0 out of 10, Exceptional, (3)
" Beautiful home with and great back yard. Host is very helpful. We will definitely be staying again. "
Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.
Fishhook Hideaway - Adorable AND Affordable!
Enjoy the beachside view from the comfort of your vacation home, where you can control the entertainment with ease.

Fishhook Hideaway - Adorable AND Affordable!

10.0 out of 10, Exceptional, (1)
"We loved our stay here! The kitchen was well-stocked with housewares, the living room was cozy and comfortable, and the bedrooms were perfectly sized! Very clean and convenient location. Washer and Dryer, a tub and a shower, and an outdoor drying area were perfect amenities for our little family. Would definitely recommend! "
Fishhook Hideaway - Adorable AND Affordable!
Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se
Enjoy a view of the surrounding neighborhood from this property's outdoor deck.

Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se

9.6 out of 10, Exceptional, (29)
"Our family had a great time at Happy Pines! The house was spacious, clean, and comfortable with two incredible decks."
Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se
No Problem (Formerly The Teague House) - Wonderful Waterfront!
Waterfront property with docks and multi-story buildings featuring balconies.

No Problem (Formerly The Teague House) - Wonderful Waterfront!

9.6 out of 10, Exceptional, (8)
"Great property- would return. Highly recommend."
No Problem (Formerly The Teague House) - Wonderful Waterfront!
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED
Step out onto the deck and enjoy the peaceful surroundings from Cattail Cottage's outdoor seating area.

Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

9.6 out of 10, Exceptional, (32)
"This charming, coastal themed cottage was conveniently located to Assateague Island, Wallops Island, and Chincoteague! It was clean, gave abundant information on the area, and in a quiet location. My husband and I enjoyed our stay at our home away from home for a reasonable price!"
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Relax on the upper-level balcony with a serene view.

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

9.6 out of 10, Exceptional, (42)
"We enjoyed our stay at Waterside. Location was perfect and host was very responsive to questions. A great rental for a few friends and/or family."
The price is CA $198
CA $622 total
includes taxes & fees
Sep 2 - Sep 3
Great Water Views in quiet pet-friendly location facing lighthouse. Large Yard
Stunning waterfront panoramic view getaway house
Enjoy a serene view of the surrounding residential area from this outdoor deck.

Stunning waterfront panoramic view getaway house

10.0 out of 10, Exceptional, (53)
"The roundhouse was amazing on many levels, figuratively and literally. There are many creature, comforts throughout this sprawling home and the views were serene and relaxing, and the couches and beds were comfy! And the host was very helpful and accommodating. Highly recommend would definitely stay here again."
The price is CA $348
CA $916 total
includes taxes & fees
Sep 3 - Sep 4
Stunning waterfront panoramic view getaway house
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
Relax in a comfortable living room with a sofa, armchair, and fireplace.

Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.

10.0 out of 10, Exceptional, (141)
"Perfect cozy place to stay at the end of a quiet pine tree lined street with easy access to the national park and all it offers."
Featured DC magazine 10 BEST/Waterview CLOSEST community to BEACH 3 decks.
The Brass Crab - Check in/out any day!
Kitchen features a central island, stove, oven, dishwasher, coffee maker, and sink.

The Brass Crab - Check in/out any day!

10.0 out of 10, Exceptional, (150)
"Nice property with lots of space."
The Brass Crab - Check in/out any day!
Quaint Cottages Near Everything on Beach Road
Enjoy a home away from home with a front porch, grill, and beautifully manicured lawn.

Quaint Cottages Near Everything on Beach Road

9.4 out of 10, Exceptional, (36)
"Location, location, location"
Quaint Cottages Near Everything on Beach Road
The purple door at the bay.
Enjoy the serene views from this deck with a large sliding glass door and comfortable outdoor seating.

The purple door at the bay.

9.4 out of 10, Exceptional, (50)
"Property was slightly run down and had no driveway (just grass). It was in a great neighborhood with a beautiful view. We had to take the trash 15 minutes south when leaving (in the opposite direction of home for us). It was good enough for us to relax and cook but a slight bit expensive for its outdated condition though."
The price is CA $241
CA $649 total
includes taxes & fees
Aug 24 - Aug 25
The purple door at the bay.
Beautiful Bayfront with Sanctuary Private Beach
Relax on the deck with a clear view of the surrounding grassy field and trees.

Beautiful Bayfront with Sanctuary Private Beach

9.2 out of 10, Wonderful, (20)
"The property is beautiful and it was so nice to be so close to the water. Sunset view and fire pit out back were fun bonuses. Everything went smoothly and as expected. We enjoyed our stay, thank you!"
Beautiful Bayfront with Sanctuary Private Beach
EVENTIDE on Chincoteague Island!
Enjoy a modern kitchen with stainless steel appliances, white cabinetry, and a light-colored countertop.

EVENTIDE on Chincoteague Island!

8.6 out of 10, Excellent, (8)
"Great place. Nice location to everything."
EVENTIDE on Chincoteague Island!
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

Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

10/10 Excellent
"The manager was more than accommodating and friendly, working with our travel plans. Very nice location to walk or ride bicycles. Take a right hand turn and you're at Chincoteague Beach in just over a mile. "
Bethany 1-night trip
Posted 2 days ago
Days Inn by Wyndham Chincoteague Island