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Compare 36 Cottages in Machipongo with updated reviews, rates, and availability.

Waterfront Cottage with Private Beach, Sunsets over Water

10.0 out of 10, Exceptional, (198)
"This was just what we needed for our holiday trip. The water views were great, saw various water birds including geese and a heron that posed for us out back. The place was clean and had all of the amenities of home. We are considering making this a holiday tradition!"
Waterfront Cottage with Private Beach, Sunsets over Water

Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park.

9.6 out of 10, Exceptional, (88)
"We enjoy the area and boating in the bay and on the ocean side. The restaurants are good and we generally take a day down at Virginia Beach/Back Bay and a day up at Chincoteague/Assateague. They week we managed four solid days on the water. "
Kiptopeke Drive Cozy Cottage Right Up The Road From Kiptopeke State Park.

Modern Beachfront Cottage with Endless Bay Views

9.8 out of 10, Exceptional, (66)
"Stayed for 3 days- the views were absolutely amazing (sunrise and sunset). All the neighbors we very friendly. Town was a short drive away with some great food. Will absolutely be returning."
Modern Beachfront Cottage with Endless Bay Views

Cute Cottage Awaits You! First Floor Primary Bedroom

3.0 star property
Cute Cottage Awaits You! First Floor Primary Bedroom

Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia

10.0 out of 10, Exceptional, (50)
"Totally enjoyed our stay. Very relaxing, very comfortable!"
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia

3 BR Bay Home w Private Dock & all the Amenities

10.0 out of 10, Exceptional, (10)
"My family and I have stayed at countless properties over the years through VRBO. As a family of five (5), including two teens, and an 8-year-old, one can imagine the difficulties associated with finding a vacation rental that had something that tickled the fancy of each. We’ve been very happy with the properties and the accuracy of the listings. There has never been an occasion where any of us felt deceived or that the property failed to meet expectations. With that said, our recent stay at this...
The price is SAR 1,219
SAR 2,800 total
includes taxes & fees
23 Feb - 24 Feb
3 BR Bay Home w Private Dock & all the Amenities

Near Cape Charles, Beach House at Smith Beach, beaches, boat ramp

10.0 out of 10, Exceptional, (11)
"We celebrated our 25th anniversary precisely as we envisioned: in a serene, private beach community! The Beach House at Smith Beach was the perfect getaway—immaculate, tranquil, and just what we needed. The owners were incredibly accommodating, ensuring our stay was comfortable and enjoyable. Additionally, the walk to and from the beach was seamless, around five minutes, making our experience even more delightful!"
Near Cape Charles, Beach House at Smith Beach, beaches, boat ramp

ESVA Down by the Sea & Pet Friendly

9.4 out of 10, Exceptional, (3)
"My work team stayed here while on a project for Eastern Shore. It is a good location for our project. GPS did led us to the wrong location, but the homeowner helped. The house was clean, and the beds were comfortable. "
ESVA Down by the Sea & Pet Friendly

*SANDY HILL SUNSETS*

10.0 out of 10, Exceptional, (71)
"From start to finish, Christie was warm, friendly and welcoming. The hospitality and communication were off the charts. The private beach view is one of the most amazing views we experienced. Very private and a long stretch of beach to walk along. The place was clean and has everything you need from a basics standpoint. The surroundings were awesome. Lots of fields and nature to explore nearby with the golf cart. Highly recommend and will be back."
*SANDY HILL SUNSETS*

WATERFRONT Southern Living Upscale Cottage close to Main St! Time to RELAX!

10.0 out of 10, Exceptional, (7)
"We had a wonderful stay for our girls weekend! The house is the epitome of cozy bay cottage. It is so warm and inviting and has everything you need! The setting is incredibly peaceful and we enjoyed the water views even in the winter weather. The hosts are lovely and very responsive! We can't wait to come back!"
WATERFRONT Southern Living Upscale Cottage close to Main St! Time to RELAX!

'Cora's Cottage' Near Chesapeake Bay Access!

10.0 out of 10, Exceptional, (2)
"House was very clean and comfortable. Great spot for a family with young adults. Nice bike ride or walk to the beautiful water area. "
'Cora's Cottage' Near Chesapeake Bay Access!

Relax and Renew on your private deck overlooking the Chesapeake Bay

9.8 out of 10, Exceptional, (25)
"We had such a wonderful and relaxing week here! We loved the private waterfront deck - from our morning coffee to evening sunsets (which were stunning!) we spent most of our time there. The cottage was inviting and clean with nice beach decor and a very well-equipped kitchen and the cottage had just about anything you could need. Donna was a very responsive and accommodating host who met us and showed us around. She’s great! The only negatives we would have - and this is only because we are a...
Relax and Renew on your private deck overlooking the Chesapeake Bay

Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

10.0 out of 10, Exceptional, (5)
"Very nice property, we made good use of the dock and were able to launch my 18.5 ft boat from the concrete ramp. Fishing, crabbing, boating were good (though crabs a bit on small side) the cottage was clean, well organized and neat. Everything was really nice and Genevieve was extremely responsive and pleasant to deal with."
Escape to the Eastern Shore -Upscale Romantic Waterfront getaway cottage w dock

Updated Cape Charles Home ~ 2 Mi to Beachfront!

3.0 star property
Updated Cape Charles Home ~ 2 Mi to Beachfront!

Scenic Port Haywood Gem w/ Waterfront Views!

3.0 star property
Scenic Port Haywood Gem w/ Waterfront Views!

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

3.0 star property
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Charming Cape Charles Vacation Rental Home!

3.0 star property
Charming Cape Charles Vacation Rental Home!

Charming Painter Home w/ Chesapeake Bay Views

3.0 star property
8.0 out of 10, Very Good, (1)
Charming Painter Home w/ Chesapeake Bay Views

Virginia Retreat w/ Porch & Grill, Near Beaches!

3.0 star property
Virginia Retreat w/ Porch & Grill, Near Beaches!

Home on Chesapeake Bay: Large Yard, Fire Pit

3.0 star property
Home on Chesapeake Bay: Large Yard, Fire Pit
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 property types in Machipongo

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

10.0 out of 10, Exceptional, (146)
"It was perfect for our Thanksgiving retreat. Thank you, so much for a wonderful place to stay! "
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (39)
"This is a beautiful house and Nancy is an outstanding host. We enjoyed sitting by the pool and birdwatching. My wife wanted to take the scenic main room home with us. "
Nassawadox Creek Waterfront Home with Private Pool

Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!

10.0 out of 10, Exceptional, (33)
"Love this tiny house! Great location and perfect for small family!"
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
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.

Frequently asked questions

How much do cottages in Machipongo cost?
You’ll pay between SAR 1,219 and SAR 1,219 per night for cottages in Machipongo. Whatever your budget, an awesome stay is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Machipongo?
Make use of your vacation days and choose from 36 cottages in Machipongo. Looking for a place where you can get reacquainted with nature? Expedia can help you find your ideal stay in a few easy clicks.
Why book your cottage in Machipongo with Expedia?
We think that a vacay should be a breeze, so if you’re looking for cottages in Machipongo at a nice price, Expedia delivers. Keep the budget under control and check in to an economical option surrounded by wilderness, or splurge on an upmarket cottage to spoil your favorite people.
How can I find cheap cottages in Machipongo?
A wonderful way to compare cheap cottages in Machipongo is with Expedia’s handy filter tool. Refine your search by amenities, budget and star rating to access excellent rates in just a few keystrokes.