Default HTG hotel image

Machipongo Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Machipongo vacation rentals

The Waverly Tree House

The Waverly Tree House
Machipongo
10.0 out of 10, Exceptional, (2 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 $639
CA $948 total
includes taxes & fees
Jul 2 - Jul 3
The Waverly Tree House

Virginia Landing RV Campground

Virginia Landing RV Campground
2.0 star property
Quinby
8.0 out of 10, Very good, (36 reviews)
"Nice cabin in the country along the water. Great place to relax. "
United States
Julie
The price is CA $233
CA $257 total
includes taxes & fees
Jun 28 - Jun 29
Virginia Landing RV Campground

Near Beach & Trails: Elegant Home in Cape Charles!

Near Beach & Trails: Elegant Home in Cape Charles!
3.0 star property
Cape Charles
The price is CA $796
CA $1,865 total
includes taxes & fees
Jul 2 - Jul 3
Near Beach & Trails: Elegant Home in Cape Charles!

Coastal Oyster Cottage Retreat Near Cape Charles, Virginia

Coastal Oyster Cottage Retreat Near Cape Charles, Virginia
Oyster
The price is CA $317
CA $403 total
includes taxes & fees
Jul 6 - Jul 7
Coastal Oyster Cottage Retreat Near Cape Charles, Virginia

Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.6 out of 10, Exceptional, (5 reviews)
The price is CA $355
CA $796 total
includes taxes & fees
Jul 12 - Jul 13
Smith Beach cottage w/ private sunset

Pet Friendly Tiny Livin 3min from Cape Charles

Pet Friendly Tiny Livin 3min from Cape Charles
Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"Great stay easy access to Cape Charles and the beach"
United States
andrew c.
The price is CA $432
CA $554 total
includes taxes & fees
Jun 29 - Jun 30
Pet Friendly Tiny Livin 3min from Cape Charles

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 $514
CA $658 total
includes taxes & fees
Jul 7 - Jul 8
Whimsical Tiny House, Cape Charles Virginia

Restored 1930’s Tiny Home 3 min to Cape Charles

Restored 1930’s Tiny Home 3 min to Cape Charles
Cape Charles
The price is CA $457
CA $578 total
includes taxes & fees
Jun 28 - Jun 29
Restored 1930’s Tiny Home 3 min to Cape Charles

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
Wachapreague
10.0 out of 10, Exceptional, (3 reviews)
"Cozy , comfortable, clean and all the amenities one would need. Wonderful helpful hosts. Wachapreague General Store just across the street with coffee and breakfast sandwiches that were out of this world. If you find yourself in need of a place to decompress The Artist Apartment in Wachapreague is certainly your destination."
United States
Frank W.
The price is CA $435
CA $800 total
includes taxes & fees
Jul 7 - Jul 8
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

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 CA $416
CA $528 total
includes taxes & fees
Jun 28 - Jun 29
Experience Tiny Living, in Cape Charles, Va

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 $375
CA $476 total
includes taxes & fees
Jun 28 - Jun 29
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

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, (54 reviews)
The price is CA $355
CA $508 total
includes taxes & fees
Jul 12 - Jul 13
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

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 $416
CA $528 total
includes taxes & fees
Jun 28 - Jun 29
Tiny House close to the Beaches of Cape Charles

The One-Eighty - 4 Bedroom Beach House

The One-Eighty - 4 Bedroom Beach House
Bay Ridge
9.8 out of 10, Exceptional, (46 reviews)
"Beautiful home and great location."
United States
Adam S.
The price is CA $928
CA $1,992 total
includes taxes & fees
Jul 18 - Jul 19
The One-Eighty - 4 Bedroom Beach House

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

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (22 reviews)
"The duplex was in a great location, very clean, and had everything you could possibly need. "
United States
Sam B.
The price is CA $740
CA $1,243 total
includes taxes & fees
Jul 27 - Jul 28
Salt Box, One Block to the Beach

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 $432
CA $554 total
includes taxes & fees
Jun 30 - Jul 1
Tiny House Hideaway with King sized Bed

Salt Box II, One Block to the Beach

Salt Box II, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (8 reviews)
"Clean, comfortable, great location, has everything you need for a lovely stay."
United States
Megan B.
The price is CA $599
CA $1,063 total
includes taxes & fees
Jul 1 - Jul 2
Salt Box II, One Block to the Beach

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 $319
CA $771 total
includes taxes & fees
Jun 30 - Jul 1
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

Luxury Beach Getaway in Cape Charles

Luxury Beach Getaway in Cape Charles
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (11 reviews)
"LOVED this place! Plenty of space for everyone and super close to everything in town!"
United States
Kenny R.
The price is CA $822
CA $2,116 total
includes taxes & fees
Jul 22 - Jul 23
Luxury Beach Getaway in Cape Charles
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental: This vacation home rental near Machipongo is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.