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Machipongo Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Machipongo vacation rentals

A wooden deck with a chair, a welcome mat, and a view of a forest.

1. The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable and clean spot. Great quiet morning views of the creak. We enjoyed a relaxing stay. It had everything we needed. "
United States
Jeanna C.
The price is CA $297
CA $508 total
includes taxes & fees
Sep 28 - Sep 29
The Waverly Tree House
A room with a wooden floor, a white wicker sofa, a wicker armchair, a wooden dining table with four chairs, and a door with a window.

2. Virginia Landing RV Campground

Virginia Landing RV Campground
2.0 star property
Quinby
8.0 out of 10, Very good, (38 reviews)
"If you’re looking for a resort atmosphere, this isn’t it—and that’s exactly the point. If you want a beautiful, peaceful place to reset, unplug, and escape for a while, you’ve just hit the jackpot. Every second of our stay was perfect. I read all of the reviews beforehand, so I knew what to expect and came prepared. It was everything I hoped it would be and more. We will absolutely be back—without a single doubt."
United States
Nicole
The price is CA $225
CA $248 total
includes taxes & fees
Sep 28 - Sep 29
Virginia Landing RV Campground
A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

3. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.4 out of 10, Exceptional, (23 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is CA $223
CA $621 total
includes taxes & fees
Sep 28 - Sep 29
Smith Beach cottage w/ private sunset
A house surrounded by dense greenery and a small dock extending into a body of water.

4. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (76 reviews)
"It was a beautiful setting there. We loved the pool. Manager was very friendly n welcoming."
United States
Rita T.
The price is CA $312
CA $712 total
includes taxes & fees
Oct 7 - Oct 8
Nassawadox Creek Waterfront Home with Private Pool
A beach with a sandy shore, a few scattered rocks, and a distant shoreline with vegetation and buildings.

5. Tiny House 3 min from Down Town Cape Charles

Tiny House 3 min from Down Town Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (5 reviews)
"The room was very clean and well equipped. The grounds were very well maintained. Short drive to downtown Cape Charles. Host communication was excellent would stay again. "
United States
Robert
The price is CA $367
CA $464 total
includes taxes & fees
Sep 28 - Sep 29
Tiny House 3 min from Down Town Cape Charles
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

6. Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"Loved this small vacation village of tiny houses for a weekend getaway!"
United States
Kevin B.
The price is CA $306
CA $391 total
includes taxes & fees
Oct 1 - Oct 2
Restored 1930’s Tiny Home 3 min to Cape Charles
A beach with a long stretch of sand, a few scattered rocks, and a distant shoreline with buildings.

7. Tiny House close to the Beaches of Cape Charles

Tiny House close to the Beaches of Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"I enjoyed staying here, solid place!"
United States
Charles B.
The price is CA $352
CA $450 total
includes taxes & fees
Sep 30 - Oct 1
Tiny House close to the Beaches of Cape Charles
A beach at sunset with a calm sea, a sandy shore, and a pier extending into the water.

8. Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
9.8 out of 10, Exceptional, (13 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is CA $389
CA $492 total
includes taxes & fees
Sep 28 - Sep 29
Pet Friendly Tiny Livin 3min from Cape Charles
A marina with boats docked, a crowd of people on the pier, and a building with a red roof in the background.

9. Family-Friendly Fun Just 1 Block from Downtown Cape Charles

Family-Friendly Fun Just 1 Block from Downtown Cape Charles
Historic Downtown Cape Charles
9.0 out of 10, Wonderful, (54 reviews)
"Beautiful home, tons of room! Had a great stay there!"
United States
Colleen B.
The price is CA $219
CA $1,248 total
includes taxes & fees
Sep 28 - Sep 29
Family-Friendly Fun Just 1 Block from Downtown Cape Charles
A spacious bedroom with a large bed, wooden beams on the ceiling, and a view of the outdoors through the windows.

10. Tiny House Hideaway with King sized Bed

Tiny House Hideaway with King sized Bed
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
"We absolutely enjoyed our little tiny home! The property was great and the things to do close by were great! We would definitely stay again! "
United States
Leslie
The price is CA $367
CA $469 total
includes taxes & fees
Oct 1 - Oct 2
Tiny House Hideaway with King sized Bed
A beach scene with sand dunes and a boardwalk.

11. Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Cape Charles
10.0 out of 10, Exceptional, (1 review)
"This was a great stay, we loved everything about it. Highly recommended. We will definitely return."
United States
William
The price is CA $306
CA $391 total
includes taxes & fees
Oct 1 - Oct 2
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
A wooden boardwalk leading to a beach with a sunset view.

12. Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (23 reviews)
"This lovely home was conveniently located a block from the beach and two blocks from the shops. Anna was a wonderful host and we would definitely come back!"
United States
Sharon L.
The price is CA $249
CA $606 total
includes taxes & fees
Sep 28 - Sep 29
Salt Box, One Block to the Beach
A covered deck with wooden chairs and tables, overlooking a marina with boats.

13. The Captain's Quarters located in Cape Charles, VA offers breathtaking views.

The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (76 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is CA $354
CA $500 total
includes taxes & fees
Sep 28 - Sep 29
The Captain's Quarters located in Cape Charles, VA offers breathtaking views.
A two-story house with a covered porch, a front door, and a small front yard.

14. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (13 reviews)
"Great renovation with open downstairs design and upstairs rain shower was a big hit. Minutes away from beach and downtown!! Will definitely stay again."
United States
Wayland A.
The price is CA $195
CA $851 total
includes taxes & fees
Oct 21 - Oct 22
Beautifully Renovated Cottage
A living room with a light blue wall, a wooden coffee table, a beige sofa with blue cushions, a wicker chair, and a patterned rug.

15. Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (64 reviews)
"We loved our stay. The house was clean and the location is perfect. The house has aged into some wonky shifted floors but that did not bother us. It had everything we needed."
United States
Demmie M.
The price is CA $258
CA $755 total
includes taxes & fees
Sep 30 - Oct 1
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
A covered porch with wicker furniture, a glass coffee table, and a view of the neighborhood.

16. Cape Haven - Condo 1.5 Blocks from Beach

Cape Haven - Condo 1.5 Blocks from Beach
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (51 reviews)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is CA $202
CA $784 total
includes taxes & fees
Oct 6 - Oct 7
Cape Haven - Condo 1.5 Blocks from Beach
An aerial view of a beach with houses in the background, a sandy shore, and calm waters.

17. Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.0 out of 10, Wonderful, (11 reviews)
"Great little place just off Main Street. Super close to Resturants and a block from the water. Perfect for a couples getaway"
United States
Patrick S.
The price is CA $279
CA $560 total
includes taxes & fees
Sep 28 - Sep 29
Crab Crib Loft in Historic Downtown Cape Charles
A spacious living area with a fireplace, a television mounted on the wall, and a dining area with a bench and table.

18. CC Cottage is a charming home on a large lot close to Town, away from crowds

CC Cottage is a charming home on a large lot close to Town, away from crowds
Cape Charles
9.6 out of 10, Exceptional, (9 reviews)
"Quiet location with open space and close to marina/town."
United States
christian h.
The price is CA $388
CA $937 total
includes taxes & fees
Sep 28 - Sep 29
CC Cottage is a charming home on a large lot close to Town, away from crowds
A two-story house with a porch, white railings, and a front door.

19. NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and comfortable close to the beach and downtown. It was the perfect location. We had a lovely time at the beach and strolling through the shops. Great for a 3 day getaway"
United States
Doreen G.
The price is CA $148
CA $545 total
includes taxes & fees
Oct 7 - Oct 8
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
A beach with a sandy shore, a few scattered rocks, and a distant shoreline with vegetation and buildings.

20. Whimsical Tiny House, Cape Charles Virginia

Whimsical Tiny House, Cape Charles Virginia
Cape Charles
9.2 out of 10, Wonderful, (14 reviews)
"We love staying in the tiny home, Eric was such a nice host"
United States
Cathy W.
The price is CA $406
CA $516 total
includes taxes & fees
Oct 5 - Oct 6
Whimsical Tiny House, Cape Charles Virginia
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 Machipongo Hotel Reviews

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

10/10 Excellent
"The rental is exactly as described, clean, comfortable and in a beautiful setting. Basically in a Marina surrounded by boats. The rental process was seamless from booking through checkout.Renters should know this apartment is above a very good restaurant so you will have some sound from the kitchen and restaurant patrons. Cooking aromas come and go as well. The restaurant is Hook @ Harvey and is exceptional!There is a Kuerig coffee machine but No K Cups so take your own. The unit has step stairs to enter so if you have trouble with stairs beware. The outside trash can placement near the entry is problematic for flies entering the apartment while you are entering.These are NOT complaints but notes for the owners and renters. We loved the place and would return if in the area!"
Den 2-night trip
Posted 4 hours ago
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

Find out more about Machipongo

Everything you need to know about Machipongo vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Machipongo vacation rental for you. At Expedia, you can take your pick from private vacation 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 Machipongo vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Machipongo vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Machipongo. 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 Machipongo vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Machipongo vacation rentals we have selected for you start as low as CA $489 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Machipongo rentals

At Expedia, we put the best Machipongo vacation 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 Machipongo 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 Machipongo vacation.

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

Yes, you can find vacation rentals near well known attractions in Machipongo, or you can choose a more remote option if you'd like a relaxing place to stay. Machipongo is known for its museums.

What are some of the best vacation home rentals in Machipongo?

The Crows Nest.
Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!: This vacation home rental near Machipongo is located on the waterfront and offers a balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals will I find in Machipongo?

Choose from 3 Expedia vacation rentals in Machipongo for a memorable vacation.

What’s there to see and do in Machipongo?

Cultural attractions include Barrier Islands Center and Barrier Island Museum, whereas Chesapeake Bay and Webbs Island are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Chatham Vineyards and Horse Island.

What’s a vacation rental in Machipongo like?

A vacation rental is a private property you can stay in for a couple of days or more in Machipongo. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a family getaway.