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Machipongo Vacation Rentals

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Our top choices for Machipongo vacation rentals

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 $318
CA $534 total
includes taxes & fees
Sep 28 - Sep 29
The Waverly Tree House

2. 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 $624 total
includes taxes & fees
Sep 27 - Sep 28
Smith Beach cottage w/ private sunset

3. 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 $211
CA $871 total
includes taxes & fees
Oct 21 - Oct 22
Beautifully Renovated Cottage

4. 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

5. 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

6. 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 $344
CA $437 total
includes taxes & fees
Sep 27 - Sep 28
Tiny House close to the Beaches of Cape Charles

7. 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

8. 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 $146
CA $543 total
includes taxes & fees
Oct 7 - Oct 8
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

9. 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 CA $170
CA $576 total
includes taxes & fees
Sep 27 - Sep 28
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

10. The Peach St. House - 1 Block to Park and Shops, close to beach!

The Peach St. House - 1 Block to Park and Shops, close to beach!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"The peach Street house was perfect for our girls trip. Beds were very comfortable, house is adorable. Host was great to communicate with. Perfect location!!"
United States
Joyce E.
The price is CA $238
CA $747 total
includes taxes & fees
Oct 19 - Oct 20
The Peach St. House - 1 Block to Park and Shops, close to beach!

11. Walk 2 Beach & Restaurants~Central Park~ King Bed!

Walk 2 Beach & Restaurants~Central Park~ King Bed!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"We really enjoyed this spot and look forward to returning! The hosts were very responsive and nearby should something come up. When we arrived there were items for us from the local bakery and the house is was stocked in a thoughtful way which allows you to pack lightly. Park proximity and a short beach walk was perfect. Sets a high bar for a pet friendly stay!"
United States
Alex and Celena M.
The price is CA $198
CA $528 total
includes taxes & fees
Oct 19 - Oct 20
Walk 2 Beach & Restaurants~Central Park~ King Bed!

12. 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 $467 total
includes taxes & fees
Sep 27 - Sep 28
Tiny House 3 min from Down Town Cape Charles

13. 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

14. 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 $610 total
includes taxes & fees
Sep 27 - Sep 28
Salt Box, One Block to the Beach

15. Bay Creek Home~ King Suite & Family Friendly Loft!

Bay Creek Home~ King Suite & Family Friendly Loft!
Cape Charles
9.8 out of 10, Exceptional, (8 reviews)
"So many amenities and a wonderful place to stay! Loved the beach and Downtown Cape Charles! Just a great stay all around! Best Spring Break Ever : )"
United States
Sarah J.
The price is CA $184
CA $640 total
includes taxes & fees
Sep 29 - Sep 30
Bay Creek Home~ King Suite & Family Friendly Loft!

16. 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

17. 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.

18. 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 $216
CA $1,243 total
includes taxes & fees
Sep 28 - Sep 29
Family-Friendly Fun Just 1 Block from Downtown Cape Charles

19. Park Place - Comfy Condo Close to Beach

Park Place - Comfy Condo Close to Beach
Kiptopeke
9.8 out of 10, Exceptional, (51 reviews)
"Quiet qnd very convenient"
United States
Hocine B.
The price is CA $141
CA $774 total
includes taxes & fees
Oct 14 - Oct 15
Park Place - Comfy Condo Close to Beach

20. 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 $948 total
includes taxes & fees
Sep 27 - Sep 28
CC Cottage is a charming home on a large lot close to Town, away from crowds
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Machipongo. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.