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Machipongo Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Machipongo vacation rentals

A wooden deck with a chair, a welcome mat, and a view of a forest.

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.
$264 nightly
The price is $294
Nov 16 - Nov 17
Total with taxes and fees
The Waverly Tree House
A patio with a metal fire pit, two chairs with cushions, and a wooden table.

2. Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!

Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
Cape Charles
$465 nightly
The price is $518
Nov 18 - Nov 19
Total with taxes and fees
Family Getaway~ Game/Bunk Room~ King Bed~ Firepit!
A two-story house with a porch, surrounded by trees and a grassy yard.

3. Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower

Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower
Oyster
$336 nightly
The price is $374
Nov 18 - Nov 19
Total with taxes and fees
Angler’s Dream: Oyster VA Farmhouse w/ Water Views, Boat Ramp & Outdoor Shower
A wooden deck with a white fence and a lounge chair, overlooking a calm body of water during sunset.

4. Smith Beach cottage w/ private sunset

Smith Beach cottage w/ private sunset
Cape Charles
9.2 out of 10, Wonderful, (27 reviews)
"Peaceful and quiet with amazing views!"
United States
Eileen D.
$361 nightly
The price is $421
Nov 14 - Nov 15
Total with taxes and fees
Smith Beach cottage w/ private sunset
A kitchen with granite countertops, a black refrigerator, a microwave, a toaster, and wooden cabinets.

5. 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
A house surrounded by dense greenery and a small dock extending into a body of water.

6. Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool
Exmore
10.0 out of 10, Exceptional, (79 reviews)
"We loved our stay. We have stayed here multiple times over the years and our entire family, including the dog look forward to it. Hope to return."
United States
Jayson J.
$384 nightly
The price is $427
Dec 1 - Dec 2
Total with taxes and fees
Nassawadox Creek Waterfront Home with Private Pool
A covered porch with wicker furniture, a glass coffee table, and a view of the neighborhood.

7. 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.
$459 nightly
The price is $519
Nov 23 - Nov 24
Total with taxes and fees
Cape Haven - Condo 1.5 Blocks from Beach
A two-story house with a porch, white railings, and a front door.

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, (8 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.
$300 nightly
The price is $340
Nov 16 - Nov 17
Total with taxes and fees
NEW! Family Friendly-Outdoor Shower-Fire Pit-Grill, Walk 2 Beach & Central Park!
A modern kitchen with a central island, bar stools, and a dining area with a blue sofa.

9. First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!

First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
Tower Hill
$354 nightly
The price is $394
Nov 18 - Nov 19
Total with taxes and fees
First Floor King Suite~ Family Friendly~ Games +Loft! Play by the Bay!
A dining area with a long table, chairs, a candle centerpiece, and a staircase with a railing.

10. 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, (9 reviews)
"The close proximity to the park was perfect for our children and walking our dog"
United States
Jeff
$269 nightly
The price is $306
Nov 17 - Nov 18
Total with taxes and fees
Walk to Dining, Beach & Park~Family Friendly Home!
A wicker basket on a round wooden table in a room with a brown sofa and a lamp.

11. Marvelous Farm house style with 3-bedrooms in charming Cape Charles

Marvelous Farm house style with 3-bedrooms in charming Cape Charles
Cape Charles
Marvelous Farm house style with 3-bedrooms in charming Cape Charles
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a white table and chairs.

12. Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!

Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!
Historic Downtown Cape Charles
$307 nightly
The price is $348
Dec 6 - Dec 7
Total with taxes and fees
Mason Ave Beach Cottage ~ Fire Pit + Outdoor Shower!
A two-story house with a porch, a front door, and a garage.

13. 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.
$358 nightly
The price is $406
Nov 15 - Nov 16
Total with taxes and fees
New! By Park-Family Friendly-Fenced Yard-Fire Pit! Walk to Central Park & Beach!
A modern kitchen with a brick accent wall, white cabinetry, and a dining area with a white table and chairs.

14. 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, (13 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.
$328 nightly
The price is $372
Nov 24 - Nov 25
Total with taxes and fees
Walk 2 Beach & Restaurants~Central Park~ King Bed!
A sandy beach with dunes and a clear view of the sea.

15. A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
Historic Downtown Cape Charles
9.6 out of 10, Exceptional, (15 reviews)
"Really enjoyed our stay! Great location by the park, lots of space for our family. Fun board games, too :)"
United States
Alexa Q.
$536 nightly
The price is $606
Nov 17 - Nov 18
Total with taxes and fees
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
A covered patio with a wooden ceiling, a table with chairs, and a view of a backyard with a grill and greenery.

16. Golf cart included! 5 blocks to the beach, and in historic district!

Golf cart included! 5 blocks to the beach, and in historic district!
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (17 reviews)
"The home was perfectly situated in Cape Charles and on a quiet street. The home was well equipped with everything, the kitchen was well stocked with all the cooking pots/pans and anything you needed to cook with. Check out was a breeze! The screened in porch was perfect in the evening. Golf cart is always a nice touch for properties in Cape Charles."
United States
Lori G.
$485 nightly
The price is $548
Nov 22 - Nov 23
Total with taxes and fees
Golf cart included! 5 blocks to the beach, and in historic district!
An aerial view of a resort with multiple swimming pools, a water slide, and lounge areas.

17. 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.
$405 nightly
The price is $451
Dec 1 - Dec 2
Total with taxes and fees
Bay Creek Home~ King Suite & Family Friendly Loft!
A beach with sand dunes, a wooden fence, and a calm sea under a cloudy sky.

18. 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, (153 reviews)
"Great property and location. Loved easy walk to down town and the beach. Spent lots of time on front porch."
United States
John T.
$422 nightly
The price is $478
Nov 16 - Nov 17
Total with taxes and fees
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
An aerial view of a beach with houses in the background, a sandy shore, and calm waters.

19. Oyster Oasis, Modern Loft in Historic Downtown

Oyster Oasis, Modern Loft in Historic Downtown
Historic Downtown Cape Charles
10.0 out of 10, Exceptional, (16 reviews)
"First time in Cape Charles! Our stay was perfect, great location and wonderful amenities!!"
United States
Julia G.
$351 nightly
The price is $398
Nov 22 - Nov 23
Total with taxes and fees
Oyster Oasis, Modern Loft in Historic Downtown
A street at night with a large snowman decoration, people walking, and buildings with signs.

20. Crab Crib Loft in Historic Downtown Cape Charles

Crab Crib Loft in Historic Downtown Cape Charles
Historic Downtown Cape Charles
9.2 out of 10, Wonderful, (15 reviews)
"Great little place just off Main Street. Super close to Resturants and a block from the water. Perfect for a couples getaway"
United States
Patrick S.
$357 nightly
The price is $405
Nov 21 - Nov 22
Total with taxes and fees
Crab Crib Loft in Historic Downtown 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.
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Top Machipongo Hotel Reviews

Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

10/10 Excellent
"Staff great, breakfast great also. Very short walk from the parking lot. The hotel needs more luggage carts."
Charles 1-night trip
Posted 2 days ago
Hampton 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 $324 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?

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.