Machipongo Vacation Rentals

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Our top choices for Machipongo vacation rentals

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)
"Our family absolutely loved staying here! It was the best mini vacation. The host and her husband were fantastic people and the apartment was superb. The town was closed down for the season, which was perfectly fine with us. The General Store on the corner was the second best part of our stay. It had the best coffee & fresh picked flowers. We took a brisk walk in the morning around the marina, and surrounding neighborhood. Everyone was warm and welcoming, we will be coming back during the summer...
United States
choreodancer04
The price is CA $105
CA $366 total
includes taxes & fees
Mar 30 - Mar 31
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

Salt Box, One Block to the Beach

Salt Box, One Block to the Beach
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (19 reviews)
"House was great. Comfy beds and soft pillows. Walking distance to beach and main street! We enjoyed our stay."
United States
Melissa S.
The price is CA $172
CA $508 total
includes taxes & fees
Apr 15 - Apr 16
Salt Box, One Block to the Beach

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 $332
CA $423 total
includes taxes & fees
Mar 29 - Mar 30
Whimsical Tiny House, Cape Charles Virginia

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 $311
CA $396 total
includes taxes & fees
Mar 29 - Mar 30
Experience Tiny Living, in Cape Charles, Va

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 $319
CA $406 total
includes taxes & fees
Mar 29 - Mar 30
Restored 1930’s Tiny Home 3 min to Cape Charles

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 $389
CA $493 total
includes taxes & fees
Mar 30 - Mar 31
Pet Friendly Tiny Livin 3min from Cape Charles

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 $318
CA $405 total
includes taxes & fees
Mar 29 - Mar 30
Hippie Hideaway - Tiny House w/ Fire Pit & BBQ

Bay Creek Meets Historic Cape Charles! pool access!

Bay Creek Meets Historic Cape Charles! pool access!
Cape Charles
10.0 out of 10, Exceptional, (31 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 CA $311
CA $725 total
includes taxes & fees
Apr 1 - Apr 2
Bay Creek Meets Historic Cape Charles! pool access!

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 $349
CA $442 total
includes taxes & fees
Mar 30 - Mar 31
Tiny House Hideaway with King sized Bed

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 $311
CA $396 total
includes taxes & fees
Mar 29 - Mar 30
Tiny House close to the Beaches of Cape Charles

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
The price is CA $148
CA $529 total
includes taxes & fees
Mar 29 - Mar 30
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!

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, (42 reviews)
"Great Town, Great people, Great food. Enjoyed the scenery and all the shops. "
United States
Matt P.
The price is CA $346
CA $489 total
includes taxes & fees
Mar 30 - Mar 31
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!
Historic Downtown Cape Charles
The price is CA $219
CA $776 total
includes taxes & fees
Apr 14 - Apr 15
Ultimate Kid-Friendly Escape! Fenced Yard-Firepit! Outdoor Shower! Walk 2 Beach!

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
Cape Charles
10.0 out of 10, Exceptional, (2 reviews)
"Chip was very welcoming and had great communication and made sure we had everything we needed. The home was spotless and exceeded our expectations. The location was perfect for us. We really enjoyed the pickleball courts."
United States
Chris W.
The price is CA $269
CA $751 total
includes taxes & fees
Apr 13 - Apr 14
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

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
9.6 out of 10, Exceptional, (52 reviews)
"It was a good stay. Nice weekend getaway "
United States
Kathy S.
The price is CA $343
CA $851 total
includes taxes & fees
Mar 29 - Mar 30
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

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, (1 review)
"All good!"
United States
Victoria B.
The price is CA $168
CA $551 total
includes taxes & fees
Apr 7 - Apr 8
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!

Sisters 3 by the Sea, 400 Feet To The Beach

Sisters 3 by the Sea, 400 Feet To The Beach
Historic Downtown Cape Charles
9.4 out of 10, Exceptional, (166 reviews)
"We had a great stay. The location is amazing! The beach is right across the street, and shops and restaurants are within walking distance."
United States
Rene N.
The price is CA $436
CA $956 total
includes taxes & fees
Mar 31 - Apr 1
Sisters 3 by the Sea, 400 Feet To The Beach

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful property! Well equipped, clean and convenient. "
United States
Stephanie R.
The price is CA $232
CA $570 total
includes taxes & fees
Apr 13 - Apr 14
Family Fun-Next to Central Park-2 Blocks to Beach-Walk to Dining & Entertainment

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (145 reviews)
"Great place to stay. Near the beach and host was great "
United States
Richard R.
The price is CA $270
CA $699 total
includes taxes & fees
Apr 15 - Apr 16
Bay cottage, Beach 100 yards away! RESERVE NOW!!!

Bayside Getaways Oyster Oasis - Chesapeake Properties

Bayside Getaways Oyster Oasis - Chesapeake Properties
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (4 reviews)
"Clean, nicely decorated, comfortable bed, and excellent location. "
United States
Alice T.
The price is CA $291
CA $637 total
includes taxes & fees
Apr 21 - Apr 22
Bayside Getaways Oyster Oasis - Chesapeake Properties
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?

Bay cottage, Beach 100 yards away! RESERVE NOW!!!: 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 a stovetop, 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.