Holiday Rentals in Machipongo

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Machipongo

Modern Suite in Historic Building Two Blocks to Beach
Beach towels
Modern Suite in Historic Building Two Blocks to Beach
9.8 out of 10, Exceptional, (54)
"Perfect location to walk to all of our favorite spots!"
Modern Suite in Historic Building Two Blocks to Beach
Sisters 3 by the Sea, 400 Feet To The Beach
Beach nearby
Sisters 3 by the Sea, 400 Feet To The Beach
9.4 out of 10, Exceptional, (135)
"Lovely home that was located in a peaceful area and close to the beach. Rent a golf cart and you can ride around town, shop in the charming shops, and dine in restaurants. We had perfect weather everyday! Owner is very responsive to any questions or issues. Would definitely return!"
The price is €629
includes taxes & fees
6 Jul - 7 Jul
Sisters 3 by the Sea, 400 Feet To The Beach
Private, 7-acre waterfront retreat on Winter Harbor Haven
Property grounds
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (114)
"It was fantastic!! Beautiful property, clean well cared for home rental very well equipped. Felt like home ❤️hosts were also very nice and welcoming, responding to my inquiries very fast. We will definitely come back!"
Private, 7-acre waterfront retreat on Winter Harbor Haven
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
3 bedrooms, iron/ironing board, bed sheets
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
9.6 out of 10, Exceptional, (124)
"We only stayed a couple of nights to visit with family who were in Cape Charles for a week. This house was perfect for our family. Clean, beautiful, well appointed, comfortable beds, wonderful hosts. The location was great - less than one block to the beach and a short walk to town. I parked and did not drive again until we left. The screened front porch was a great spot for family to gather. I adore this house!!"
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK
3 bedrooms, iron/ironing board, free WiFi, bed sheets
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK
9.4 out of 10, Exceptional, (142)
"The stay was great if you don’t mind cameras watching you. Propane tank was empty, couldn’t sit on balcony because straw would go up my ass from the crappy chairs. Stove top was dirty with mysterious fluid. It was what it was. Plenty to do in area. Plenty of undersize crab available- we threw them back."
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Beach
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
9.8 out of 10, Exceptional, (129)
"This place is perfect for two couples. Golf was close by, the town walking distance. Great restaurant downstairs. Place was clean and well maintained. Golf cart was a huge plus to get around. Will definitely be coming back!"
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
Sun-loungers, beach towels
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
10.0 out of 10, Exceptional, (22)
"We came to the area for our granddaughter’s graduation and it was only minutes from the high school. It was in close proximity to quite a few good restaurants and downtown Mathews! The host was quick to reply to any questions or comments that we had. If the opportunity presented itself, we would definitely stay here again!"
The price is €321
includes taxes & fees
14 Jul - 15 Jul
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
Cute and Cozy Vacation Stay on the Eastern Shore!
Cute and Cozy Vacation Stay on the Eastern Shore!
8.8 out of 10, Excellent, (52)
"Tv only had one channel and floors were very dirty but I bought mop and cleaned them up not a problem everyone there I spoke to was very nice"
Cute and Cozy Vacation Stay on the Eastern Shore!
Welcome to our charming vacation home in the historic district of Cape Charles!
Interior
Welcome to our charming vacation home in the historic district of Cape Charles!
10.0 out of 10, Exceptional, (3)
"Great pet friendly house with all the essentials needed!"
Welcome to our charming vacation home in the historic district of Cape Charles!
Cape Utopia - sister to existing ID# 7559899
Beach nearby, sun-loungers, beach towels
Cape Utopia - sister to existing ID# 7559899
9.6 out of 10, Exceptional, (23)
"We surprised my mom with a trip to Cape Charles. She had never been. so she was delighted. We have stayed at this location before. It is perfect for us. 😊 the house has so much charm and they have thought of everything you could possible need and more. This is our first choice when coming to Cape Charles. See you next trip. 😊"
Cape Utopia - sister to existing ID# 7559899
Mid-century modern meets classic cape on the coast.
Exterior
Mid-century modern meets classic cape on the coast.
10.0 out of 10, Exceptional, (4)
"Very comfortable setting. Good location for nearby venues. Enjoyed our stay."
Mid-century modern meets classic cape on the coast.
Modern Suite in Historic Building Two Blocks to Beach
Beach towels
Modern Suite in Historic Building Two Blocks to Beach
9.6 out of 10, Exceptional, (38)
"Property was great. Loved the heated floor. There is a coffee maker not a keurig— would bring items for coffee if it’s a must. Could hear some noise from the pub next door but it did not last past 9pm. Clean and located such that you could walk right to the Main Street."
Modern Suite in Historic Building Two Blocks to Beach
Waterfront Cottage with Private Beach, Pet Friendly - 1 Week Left this August!
Property grounds
Waterfront Cottage with Private Beach, Pet Friendly - 1 Week Left this August!
10.0 out of 10, Exceptional, (180)
"Location is perfect for families with small children — beach access is a few feet away and the bay water is shallow/calm. Property is well-kept and has everything you could need. Loved our stay and will definitely be back."
Waterfront Cottage with Private Beach, Pet Friendly - 1 Week Left this August!
Beach House on Chesapeake Bay!
Beach
Beach House on Chesapeake Bay!
10.0 out of 10, Exceptional, (111)
"We have stayed at numerous VRBO properties, but this was one of the best. Unlike some other houses, this host has stocked many items for a comfortable and enjoyable stay. Especially in the kitchen, there were numerous staples provided for those who forgot or were unprepared. Games and activities abound, both inside and out. The only frustration was with all the remotes to the TV. Never did figure out the Bose speakers so just used the TV speakers. But we rate this a 10-star home:-)."
Beach House on Chesapeake Bay!
Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!
Beach nearby, sun-loungers, beach towels
Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!
10.0 out of 10, Exceptional, (23)
"Sip Into Sunset was a wonderful getaway! The cottage is well-stocked with just about everything you could imagine needing (except ice- bring that!) and the sunsets were *amazing*! The list of "favorite features" includes fenced yard for dogs, well-stocked kitchen and bar, comfy beds, lots of great places to hang out and enjoy the view- dock, screened porch, sunroom. Best memory is catching blue crabs off the dock on our last day and enjoying them for happy hour. Was a wonderful visit and we will...
Waterfront, Private Dock, Fire Pit, Hot Tub, Screened Porch and Beach Access!
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach
Interior
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach
9.8 out of 10, Exceptional, (22)
"Great, thanks."
Sea Salt Cottage: Your Tranquil Getaway 3 min to beach
Nassawadox Creek Waterfront Home with Private Pool
Outdoor pool
Nassawadox Creek Waterfront Home with Private Pool
10.0 out of 10, Exceptional, (32)
"The property was as described in the listing. It was peaceful, relaxing and secluded. We traveled with our three teenage kids and dogs. The kids absolutely loved the pool and our dogs were immediately relaxed. We were able to catch blue crabs off of the dock, no luck in fishing but that was probably more us then the area. Would absolutely return to the rental. It was an amazing break from a hectic life. Thank you for sharing your place with us."
Nassawadox Creek Waterfront Home with Private Pool
The most affordable BEACHFRONT vacation rental in Cape Charles!
Beach nearby
The most affordable BEACHFRONT vacation rental in Cape Charles!
9.4 out of 10, Exceptional, (32)
"My sisters, mom and I decided that cape Charles was a half way point to meet for a long weekend. The house was more affordable than others, it had a nice layout with a few places to sit and hang out. Our favorite was the sun room. Furniture is outdated but the space was perfect and we enjoyed our coffee there. The outdoor seating was great as well and we spent a few evenings out there as well . A short walk to town and a short walk to The beach. Parking was fine on the street for all 3 cars....
The most affordable BEACHFRONT vacation rental in Cape Charles!
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Property grounds
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
10.0 out of 10, Exceptional, (212)
"This is our second stay at this home. The home provided enough room for our family of 5. Three young adults stayed in the second BR. And, we managed fine with the 1 Bath. The home is comfortable and provided a wonderful getaway. The home was stocked with all the things that we needed to enjoy our week on the island."
Endless Chesapeake Bay Views. Rooftop Deck. Pets Stay Free.
Beach House- 309 Randolph Avenue & Strawberry: a Duplex
Exterior
Beach House- 309 Randolph Avenue & Strawberry: a Duplex
10.0 out of 10, Exceptional, (38)
"The property was in a perfect location to the beach and town!!"
Beach House- 309 Randolph Avenue & Strawberry: a Duplex
Don't see what you're looking for?
See all available properties in Machipongo
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.

Other types of properties in Machipongo you may be interested in

Shore Stay Suites
Exterior
Shore Stay Suites
2.0 star property
8.4 out of 10, Very good, (482)
"It’s dated, but everything works as it should. The WiFi is excellent! The kitchen, however, is lacking in cleanliness. There is a sign in the kitchen that states housekeeping is not responsible for dirty dishes. As such, the prior occupants left a mess (dirty pots and pans, and the remains of a dead animal in the warming tray under the oven). There are also two broken-down automobiles in the parking lot that should be removed to allow for more parking and take away the, “sketchiness” of the...
The price is €154
includes taxes & fees
26 Jun - 27 Jun
Shore Stay Suites
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
Exterior
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, (635)
"Nice fast spot along a travel route."
The price is €142
includes taxes & fees
9 Jul - 10 Jul
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
Hampton Inn & Suites Exmore - Eastern Shore
In-room safe, iron/ironing board, free wired Internet, bed sheets
Hampton Inn & Suites Exmore - Eastern Shore
2.5 star property
8.4 out of 10, Very good, (856)
"The hotel is very old and not maintained. bathtub is stained. toilet is stained. "
The price is €151
includes taxes & fees
27 Jun - 28 Jun
Hampton Inn & Suites Exmore - Eastern Shore
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.

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, apart-hotels, 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 €321 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?

Sisters 3 by the Sea, 400 Feet To The Beach: 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 books in this rental home to help you unwind.

How many holiday rentals will I find in Machipongo?

Choose from 4 Expedia holiday rentals in Machipongo for a memorable holiday.

What’s there to see and do in Machipongo?

Cultural attractions to visit include Barrier Islands Center and Barrier Island Museum. In the wider area, you’ll find Chatham Vineyards and Cape Charles Museum & Welcome Center.

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.

Recent reviews of Machipongo properties
Expedia verified reviews

Shore Stay Suites

Shore Stay Suites

5/5 Excellent
Dated, but it is Cape Charles.
"It’s dated, but everything works as it should. The WiFi is excellent! The kitchen, however, is lacking in cleanliness. There is a sign in the kitchen that states housekeeping is not responsible for dirty dishes. As such, the prior occupants left a mess (dirty pots and pans, and the remains of a dead animal in the warming tray under the oven). There are also two broken-down automobiles in the parking lot that should be removed to allow for more parking and take away the, “sketchiness” of the facility. Despite these shortcomings, I’d stay here again. "
A verified traveller stayed at Shore Stay Suites
Posted 10 hours ago
Shore Stay Suites