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Top Holiday Rentals in Machipongo

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
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 £532
per night
6 Jul - 7 Jul
Sisters 3 by the Sea, 400 Feet To The Beach
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
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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
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!!!
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!
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
10.0 out of 10, Exceptional, (153)
"This was the perfect combination of rest and fun that we didn’t know we needed. It is a true unique and special experience to stay at Christy and Rick’s home. Everyone is so welcoming and helpful to make the stay perfect. And there is a great balance of us having a quiet, peaceful space. I really enjoyed paddle boarding on the Chesapeake. Awesome bonfire at night and star watching. Sunsets are something not to be missed. Our dogs were super welcomed and enjoyed their time too. Thank you! We...
This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!
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 £272
per night
14 Jul - 15 Jul
Walk to Town Restaurants. 1st floor King Bed & Walk in Shower! Fire Pit🔥!
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!
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!
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
10.0 out of 10, Exceptional, (23)
"Our kids LOVED the loft and we loved the perfect location and great price — super easy check in and great communication!"
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
Private, 7-acre waterfront retreat on Winter Harbor Haven
10.0 out of 10, Exceptional, (115)
"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
Seas the Day at Bay Creek - Pet Friendly & Linens Included!
10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay! The kitchen was beautiful and the property manager was very responsive. Thank you so much"
Seas the Day at Bay Creek - Pet Friendly & Linens Included!
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!
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
Perfect Cozy Vacation Rental on the Eastern Shore
8.4 out of 10, Very good, (22)
"Nice area, close to oyster Bay boat ramp. Easy spot to park boat"
Perfect Cozy Vacation Rental on the Eastern Shore
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
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
Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!
10.0 out of 10, Exceptional, (23)
"Everything was perfect! Our whole group live on the Eastern Shore just 50 miles north of Cape Charles. We wanted to have a fun weekend with our friends under one roof in a location that would take advantage of all Cape Charles has to offer - beach, sunsets, shopping, restaurants all within walking distance. The house was well equipped, perfect location. Communication excellent and quick to respond to all questions. Would definitely recommend 5 stars"
Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!
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!
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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.

Machipongo Holiday Rental Travel Info

Other types of properties in Machipongo you may be interested in

Shore Stay Suites
2.0 star property
8.4 out of 10, Very good, (483)
"The room was large and clean, if a bit dated. We did not need to use the kitchen. The bed was very comfortable for those who like soft beds (we did) Air conditioning worked fine, but the window unit did make some noise at night. The location is convenient to a lot of great places Manage expectations and you will be happy. this is a motel, not a resort. Checking in and out were easy for us. "
The price is £131
per night
30 Jun - 1 Jul
Shore Stay Suites
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 £120
per night
9 Jul - 10 Jul
Holiday Inn Express and Suites Exmore, Eastern Shore, an IHG Hotel
Hampton Inn & Suites Exmore - Eastern Shore
2.5 star property
8.4 out of 10, Very good, (856)
"Staff was very friendly. Could have used a bit of bleach. "
The price is £134
per night
3 Jul - 4 Jul
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 £272 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.

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