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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 311 Vacation Homes in Machipongo with updated reviews, rates, and availability.

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach
3 bedrooms, iron/ironing board, WiFi, bed sheets

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (123)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Exterior detail

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

9.8 out of 10, Exceptional, (39)
"This home is located in a great spot directly across from the park playground and splash fountain. We could easily take out young kids there daily. The fenced in yard was great for kids and our dog. The kitchen was well stocked, the only down side to the home is the flooring is slanted in a couple spots. If that bothers you it may not be the best home, but to us it was fine being an older home and all. The originsL features were great! We would come back."
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
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, (131)
"We planned a quick get-a-way and decided to come to Cape Charles to spend the day and stay over night. The house was charming with plenty of room. The owners communicated well and they were very accommodating on my last minute trip planning. The beach wasn’t far at all and town was in walking distance with nice weather. We came in March so it wasn’t perfect beach weather but we are hoping to come back when it’s warmer! "
The price is AED 716
AED 1,772 total
includes taxes & fees
27 Apr - 28 Apr
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
Property grounds

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

10.0 out of 10, Exceptional, (150)
"See above. Beds comfortable!!! Lovely."
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
Key Lime Cottage: Your Cape Charles Beachside Retreat
Miscellaneous

Key Lime Cottage: Your Cape Charles Beachside Retreat

10.0 out of 10, Exceptional, (42)
"Beautiful home. Such a relaxing mini vacation. So close to everything. 2 blocks from the beach.Loved having a golf cart to get around. We will definitely be coming back. The owners are so accommodating.Thanks again Melissa and Adam."
Key Lime Cottage: Your Cape Charles Beachside Retreat
Amenity-Rich Oasis 3Bed/3 Ensuites, Patio, Grill, Firepit, Games: 5mins to Beach
Fridge, microwave, oven, stovetop

Amenity-Rich Oasis 3Bed/3 Ensuites, Patio, Grill, Firepit, Games: 5mins to Beach

Amenity-Rich Oasis 3Bed/3 Ensuites, Patio, Grill, Firepit, Games: 5mins to Beach
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, (149)
"The condo was beautiful and the decor was so pretty. Location was perfect. We had an amazing view of the sunsets and relaxed. Enjoyed dinner downstairs. The only complain that we had was the air conditioning did not cool the property. No screens in the windows, so we could not enjoy the breeze. The fridge ran warm. "
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
Small Town Getaway - close to in-town Mathews with a casual rural life
Exterior

Small Town Getaway - close to in-town Mathews with a casual rural life

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay!! Everything was perfect. We would stay there again and would recommend others to enjoy it as well. "
Small Town Getaway - close to in-town Mathews with a casual rural life
Nassawadox Creek Waterfront Home with Private Pool
Outdoor pool

Nassawadox Creek Waterfront Home with Private Pool

10.0 out of 10, Exceptional, (41)
"Our family of two adults, one teen, one 12 year old and our dog had a great time at this property. We fished from the dock, kayaked and used our paddle board. We also enjoyed Monopoly on a rainy afternoon and playing games in the front yard. Thank you for a great time!"
Nassawadox Creek Waterfront Home with Private Pool
Bayfront Retreat w/ Game Room + Outdoor Pool!
Lake

Bayfront Retreat w/ Game Room + Outdoor Pool!

9.8 out of 10, Exceptional, (32)
"Our second time staying at the house. We absolutely love the property and all its surrounding wildlife. Enjoyed spending time hiking, fishing, crabbing, and watching eagles flying over the water. The house is clean and well stocked, and the game room is a great place to spend time in the evenings or rainy days. The hosts are attentive and helpful. Looking forward to visiting again!"
Bayfront Retreat w/ Game Room + Outdoor Pool!
Seaside - Traditional duplex in historic downtown!
Exterior

Seaside - Traditional duplex in historic downtown!

2.0 star property
Seaside - Traditional duplex in historic downtown!
Game Barn! Next to Central Park! 2 Blocks 2 Beach/Resturants/Shops
Beach nearby

Game Barn! Next to Central Park! 2 Blocks 2 Beach/Resturants/Shops

10.0 out of 10, Exceptional, (48)
"House was absolutely perfect. Outdoor space was fantastic for our corgi (yard and gated porch) to play. Plenty of room for older kids to spread out into the game barn. Very easy walk to the beach or town. Owners were lovely and very quick and thorough with communication. We’ve loved Cape Charles for years - but this is a new favorite! "
Game Barn! Next to Central Park! 2 Blocks 2 Beach/Resturants/Shops
Cozy Cottage - quaint and comfy - 5 blocks to the beach, 1 block to Mason Ave.
Fridge, microwave, oven, stovetop

Cozy Cottage - quaint and comfy - 5 blocks to the beach, 1 block to Mason Ave.

10.0 out of 10, Exceptional, (71)
"House was very comfortable. It was recently renovated and was very beautiful.We loved the location and did a lot of walking to different restaurants. It was very easy to enter and leave the city. Lovely street and beautiful quiet neighborhood."
Cozy Cottage - quaint and comfy - 5 blocks to the beach, 1 block to Mason Ave.
Twins at Bay - Modern luxuries in town!
Fridge, microwave, oven, stovetop

Twins at Bay - Modern luxuries in town!

Twins at Bay - Modern luxuries in town!
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
Sun loungers, beach towels

Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach

10.0 out of 10, Exceptional, (21)
"We planned a sibling weekend with our family’s included. Our brother and spouse from Iceland joined us and the rest of traveled down from Richmond. 2 hour drive and were there. Amazing community and the house….wow! Cure private beach nearby but i definitely recommend the beach in town. Easy drive in the golf cart or car. Lots of. Ute shopped and place to eat. Highly recommend and we can’t wait to come back. "
Cape Charles Newly Updated Family-friendly Beach House, 1 Block to Private Beach
Newly renovated home just steps from the beach!
View from property

Newly renovated home just steps from the beach!

10.0 out of 10, Exceptional, (49)
"This was our second stay at Sandcastle. Great location and place to stay! Missed some amenities like a TV in bedrooms at night and a simple hair dryer. Could not have been much better though all and all! great stay"
Newly renovated home just steps from the beach!
Private, 7-acre waterfront retreat on Winter Harbor Haven
Miscellaneous

Private, 7-acre waterfront retreat on Winter Harbor Haven

10.0 out of 10, Exceptional, (127)
"House and surroundings are gorgeous and peaceful."
Private, 7-acre waterfront retreat on Winter Harbor Haven
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
Miscellaneous

Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!

10.0 out of 10, Exceptional, (38)
"We had an excellent stay at Summer Camp in Cape Charles. The property was perfect for our small group, we loved the quirkiness of the tiny house, but it was well equipped with everything we needed and very comfortable. "
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
4 min walk to beach, Dog Friendly, Fenced Yard, Firepit, Fireplace,
Exterior

4 min walk to beach, Dog Friendly, Fenced Yard, Firepit, Fireplace,

9.6 out of 10, Exceptional, (40)
"We loved our time at this amazing place! It fit all our needs! Location, space, atmosphere, etc.... The beds were comfortable, house was clean, and the location cold not have been better! WE LOVED IT! The host was AMAZING! Communication was TOP NOTCH! I Would happily book again in the future! "
4 min walk to beach, Dog Friendly, Fenced Yard, Firepit, Fireplace,
Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!
Interior

Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!

9.8 out of 10, Exceptional, (26)
"The house was wonderful. We had a few minor issues are they were addressed by the owner immediately. We would definitely stay there again. "
Beachfront - unbeatable location - steps to beach & shops - sunsets from porch!
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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Other property types in Machipongo

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Interior

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

10.0 out of 10, Exceptional, (4)
"We had a great time and stay at this property!! Would love to stay here again!"
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach
3 bedrooms, iron/ironing board, WiFi, bed sheets

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (123)
"Prime location, great stay!"
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex
Exterior detail

Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

9.8 out of 10, Exceptional, (80)
"Wonderful location & House for a family holiday stay! I loved being across the street from the park and close to the beach. Will stay here again!"
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex
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.