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Machipongo Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Machipongo vacation rentals

Property grounds

1. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Beautiful place by the ocean with a sunset so amazing it humbles you. Will stay here again. The host was excellent in communicating and helping out when required."
United States
Arun S.
$379 nightly
The price is $442
Sep 2 - Sep 3
Total with taxes and fees
Smith Beach cottage w/ private sunset
Coffee/tea maker, fridge, microwave, oven

2. Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Oyster
9.0 out of 10, Wonderful, (2 reviews)
"Great quiet neighborhood was awesome to be able to bring a boat there and not have to worry about it. "
United States
Jacob W.
$658 nightly
The price is $732
Sep 3 - Sep 4
Total with taxes and fees
Oyster Harbor Cottage – Where the Only Limit Is Your Imagination
Exterior

3. 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, (5 reviews)
"Chip was a great host with a very nice property and excellent communication. Property was very well maintained, clean, and lovely. Located a short walk away from the shops and beach. Watch out for the stray kitties when parking at the property and driving around the area. Overall 10/10. Thank you, Chip!"
United States
Elisa G.
$447 nightly
The price is $506
Aug 18 - Aug 19
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
Smart TV, DVD player, books

4. 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, (62 reviews)
"Really enjoyed our trip to Cape Charles, house was super cute, clean and comfortable. Home has everything you need for your stay! House located blocks away from everything and our dog loved walking around the park in the evenings, we will definitely be back to stay! Thank you! "
United States
melanie h.
$468 nightly
The price is $530
Sep 13 - Sep 14
Total with taxes and fees
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Beach

5. 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.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Tiny House close to the Beaches of Cape Charles
Beach nearby

6. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (10 reviews)
"conveniently located, very nice and cozy, loved it"
United States
Will C.
$332 nightly
The price is $377
Aug 19 - Aug 20
Total with taxes and fees
Oyster Oasis, Modern Loft in Historic Downtown
Beach

7. Experience Tiny Living, in Cape Charles, Va

Experience Tiny Living, in Cape Charles, Va
Cape Charles
10.0 out of 10, Exceptional, (2 reviews)
"Exactly what listing said! Was super clean and perfect for our short trip! Easy drive to and from the beach and the town of Cape Charles"
United States
Ella D.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Experience Tiny Living, in Cape Charles, Va
Terrace/patio

8. The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Cape Charles
9.8 out of 10, Exceptional, (67 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
$315 nightly
The price is $358
Aug 17 - Aug 18
Total with taxes and fees
The Captains Quarters located in Cape Charles, VA offers breathtaking views.
Beach nearby

9. 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.
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Restored 1930’s Tiny Home 3 min to Cape Charles
Beach nearby

10. Sol Mate: Sunset Cape Charles Shore Retreat

Sol Mate: Sunset Cape Charles Shore Retreat
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (7 reviews)
"The house was great for our weekend stay. The king size bed was very comfortable and the bathroom was nice. Even in November we spent a lot of time on the porch and were able to eat on the picnic table in the back yard. The hosts were great and we would surely come back again."
United States
Elizabeth K.
$733 nightly
The price is $774
Aug 27 - Aug 28
Total with taxes and fees
Sol Mate: Sunset Cape Charles Shore Retreat
TV, offices

11. Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (6 reviews)
"Excellent accommodations, cleanliness, communication, and location. Highly recommended!"
United States
Aaron L.
$360 nightly
The price is $408
Aug 24 - Aug 25
Total with taxes and fees
Crab Crib Loft in Historic Downtown Cape Charles
1 bedroom, iron/ironing board, WiFi, bed sheets

12. 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
$382 nightly
The price is $427
Sep 1 - Sep 2
Total with taxes and fees
Tiny House Hideaway with King sized Bed
Beach nearby

13. 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
$303 nightly
The price is $339
Sep 1 - Sep 2
Total with taxes and fees
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ
Beach nearby

14. Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
$342 nightly
The price is $383
Sep 1 - Sep 2
Total with taxes and fees
Pet Friendly Tiny Livin 3min from Cape Charles
Exterior

15. Beautifully Renovated Cottage

Beautifully Renovated Cottage
Historic Downtown Cape Charles
9.8 out of 10, Exceptional, (12 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.
$618 nightly
The price is $698
Sep 15 - Sep 16
Total with taxes and fees
Beautifully Renovated Cottage
Beach nearby

16. 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.
$368 nightly
The price is $412
Sep 1 - Sep 2
Total with taxes and fees
Whimsical Tiny House, Cape Charles Virginia
Beach nearby, sun loungers, beach towels

17. Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!

Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!
Cape Charles
10.0 out of 10, Exceptional, (33 reviews)
"We had a great stay. The house was perfect for a family with young children and well-equipped for our family. "
United States
Sarah M.
$549 nightly
The price is $621
Sep 10 - Sep 11
Total with taxes and fees
Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!
Exterior

18. New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful stay and cute cottage and location"
United States
Elsie W.
$504 nightly
The price is $569
Aug 25 - Aug 26
Total with taxes and fees
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
Dining

19. Walk to Dining, Beach & Park~Family Friendly Home!

Walk to Dining, Beach & Park~Family Friendly Home!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
$441 nightly
The price is $499
Sep 10 - Sep 11
Total with taxes and fees
Walk to Dining, Beach & Park~Family Friendly Home!
Property grounds

20. 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)
"The condo is spacious and beautiful. Loved the layout, balcony, and proximity to shops, food, and the beach. We plan to make this an annual getaway!"
United States
Donna H.
$613 nightly
The price is $692
Sep 2 - Sep 3
Total with taxes and fees
Cape Haven - Condo 1.5 Blocks from Beach
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

Quality Inn & Suites Exmore - Eastern Shore

Quality Inn & Suites Exmore - Eastern Shore

8/10 Good
"The staff, especially King, were extremely helpful. The room was clean. I was hoping for a more substantial breakfast. There was only cereal and waffles. Some toast or pastry would have been nice. We were just stopping over night on a longer trip. It was perfectly adequate for that."
Stephen 1-night trip
Posted 4 hours ago
Quality Inn & Suites Exmore - Eastern Shore

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Machipongo in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $377 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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?

Family Friendly 3 Blocks to Beach with Great Amenities: This vacation home rental near Machipongo is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.