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Machipongo Holiday Rentals

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Our top choices for Machipongo holiday rentals

1. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.8 out of 10, Exceptional, (12 reviews)
"Gorgeous property and excellent host!"
United States
Ryan M.
The price is NZ$761
includes taxes & fees
31 Aug - 1 Sept
Smith Beach cottage w/ private sunset

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.
The price is NZ$1,233
includes taxes & fees
3 Sept - 4 Sept
Oyster Harbor Cottage – Where the Only Limit Is Your Imagination

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.
The price is NZ$840
includes taxes & fees
18 Aug - 19 Aug
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

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)
"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 NZ$902
includes taxes & fees
13 Sept - 14 Sept
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

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.
The price is NZ$558
includes taxes & fees
1 Sept - 2 Sept
Tiny House close to the Beaches of Cape Charles

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.
The price is NZ$685
includes taxes & fees
26 Aug - 27 Aug
Oyster Oasis, Modern Loft in Historic Downtown

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.
The price is NZ$558
includes taxes & fees
1 Sept - 2 Sept
Experience Tiny Living, in Cape Charles, Va

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, (69 reviews)
"Very nice views of the water. Great location, close to town and restaurants."
United States
Bart
The price is NZ$588
includes taxes & fees
18 Aug - 19 Aug
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

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.
The price is NZ$558
includes taxes & fees
1 Sept - 2 Sept
Restored 1930’s Tiny Home 3 min to Cape Charles

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.
The price is NZ$1,282
includes taxes & fees
27 Aug - 28 Aug
Sol Mate: Sunset Cape Charles Shore Retreat

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.
The price is NZ$685
includes taxes & fees
24 Aug - 25 Aug
Crab Crib Loft in Historic Downtown Cape Charles

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
The price is NZ$715
includes taxes & fees
1 Sept - 2 Sept
Tiny House Hideaway with King sized Bed

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
The price is NZ$558
includes taxes & fees
1 Sept - 2 Sept
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

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.
The price is NZ$629
includes taxes & fees
1 Sept - 2 Sept
Pet Friendly Tiny Livin 3min from Cape Charles

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.
The price is NZ$1,111
includes taxes & fees
15 Sept - 16 Sept
Beautifully Renovated Cottage

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.
The price is NZ$691
includes taxes & fees
1 Sept - 2 Sept
Whimsical Tiny House, Cape Charles Virginia

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.
The price is NZ$1,007
includes taxes & fees
10 Sept - 11 Sept
Bay Creek Meets Historic Cape Charles! pool access! New outdoor shower!

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.
The price is NZ$924
includes taxes & fees
25 Aug - 26 Aug
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

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.
The price is NZ$872
includes taxes & fees
10 Sept - 11 Sept
Walk to Dining, Beach & Park~Family Friendly Home!

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)
"Was wonderful..so close to everything..property was great ..had everything you need"
United States
Donna L.
The price is NZ$1,161
includes taxes & fees
2 Sept - 3 Sept
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

Find out more about Machipongo

Everything you need to know about Machipongo holiday rentals

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

Machipongo holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Machipongo holiday rentals we have selected for you start as low as NZ$685 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 holiday 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 holiday.

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 holiday rentals in Machipongo?

Yes, there are holiday rentals close to the most popular sights in Machipongo, or you can select a more secluded option if you're looking for a relaxing stay. Machipongo is known for its museums.

What are some of the best holiday rentals that Machipongo has to offer?

Family Friendly 3 Blocks to Beach with Great Amenities: This holiday home rental outside of Machipongo is located near the beach, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Machipongo?

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

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 holiday rental in Machipongo like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Machipongo. Holiday rentals offer extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips or small group gatherings.