Holiday Homes in Martha's Vineyard

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Featured Holiday Homes in Martha's Vineyard

Our top choices for Martha's Vineyard holiday homes

Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

5.8 out of 10, (6)
"The living room was moldy, the door doesn’t lock, the insects were in every room; including the bed, the kitchen tools were rusty, the floors were dirty, the place is a mess. The post states a gas grill; there’s only a charcoal grill without any charcoal, the post states resident beach parking pass; there was none, the post states a queen size bed; there wasn’t one. The kitchen floor was completely stripped of tile. Overall the house was dirty and a complete waste of money. The only nice thing...
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

Walking to the beach. Bars and Restaurants.

9.6 out of 10, Exceptional, (5)
"Our group included l, my husband & I and our daughter, her husband, their two kids, boys aged 3&5. The place was spotless - completely clean and filled with amenities! Ample parking and truly happy to pick some party up at the airport! Absolute “ Service with a smile."
Walking to the beach. Bars and Restaurants.

Cozy cottage 3/4 mile from Oak Bluffs harbor

9.8 out of 10, Exceptional, (48)
"Stayed here with 3 friends as we were running the marathon. Better than the photos! So cute, everything was thoughtfully set up, we had anything we needed and having a washer dryer was a huge bonus! Flexible check in as well. Secluded, but easily walkable to many great places to eat and shop. Would 100% stay here again, highly recommend."
Cozy cottage 3/4 mile from Oak Bluffs harbor

Quaint,,,Quiet..up island feel yet a short walk to town and harbor

9.8 out of 10, Exceptional, (92)
"Awesome, fun place. Has everything you need for a great Vineyard stay!"
Quaint,,,Quiet..up island feel yet a short walk to town and harbor

Lambert's Cove Beach Getaway - NEW LISTING Private Beach Access!

10.0 out of 10, Exceptional, (62)
"The most magical place, thank you for the prefect stay."
Lambert's Cove Beach Getaway - NEW LISTING Private Beach Access!

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

10.0 out of 10, Exceptional, (54)
"We were in town for a wedding in Chilmark and the property was exactly what we needed!"
Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Sanctuary House: An ocean-view farmhouse retreat

10.0 out of 10, Exceptional, (34)
"Property was as presented and the attention to detail throughout the house to ensure we enjoyed the stay was noticed and appreciated! Will definitely recommend Dan and Havens Sanctuary Farm to others!"
Sanctuary House: An ocean-view farmhouse retreat

Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer

8.4 out of 10, Very good, (7)
"We had a wonderful early-June weekend stay at this charming house minutes walk from town. Highlights were reading on the rocking chair on the deck and playing games in the screened-in porch. Everything looks just like in the listing - charming, warm, like staying at your grandpa's beach house. There were a few bumps - the listed dryer was in a locked shed, a faucet wasn't working - but our sense was this is a new listing and details are still being ironed out. None of that interfered with our...
Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer

Best Kept Secret Retreat for Adults with Water & Golf Course Views!

10.0 out of 10, Exceptional, (38)
"The home was beautiful and very well appointed. Easily accommodated our group of 8 adults with room to spare. Minor complaint is that there could’ve been a few more towels available, but the washer and dryer took care of that."
Best Kept Secret Retreat for Adults with Water & Golf Course Views!

Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach

10.0 out of 10, Exceptional, (87)
"Very nice house and property in the quietest part of the island. Great thing is that it is only 2.5 miles away from the beach!!"
Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach

The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great location, walking distance to the fairgrounds, well appointed home, great house for our family. Large great room with windows to view the amazing property . The best outdoor shower I’ve ever been in."
The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views

Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches

9.4 out of 10, Exceptional, (62)
"Loved the area and the peacefulness"
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches

Oak Bluff's Victorian Walk to Town & Beaches

10.0 out of 10, Exceptional, (5)
"One of the most relaxing and comfortable places we have ever stayed in on the island. Lots of privacy for everyone and felt comfortable the whole time. Would recommend for large groups! The hosts were great and communicated everything to us in a timely manner. "
Oak Bluff's Victorian Walk to Town & Beaches

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

6.4 out of 10, (27)
"The property is quiet, spacious and was within a walkable mile of downtown Oak Bluffs. The beds were comfortable. Plenty of clean linens and towels. The house could use some updating. The coffee maker, drinking glasses, and silverware need to be replaced with cleaner ones. And the torn portions of the sectional couch should be fixed. I would definitely stay at the property again."
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

The Costal Corner - Martha's Vineyard

2.0 star property
10.0 out of 10, Exceptional, (3)
"This property was great for our golf trip. The 3 bedrooms were exceptional "
The Costal Corner - Martha's Vineyard

Charming 2-bedroom house on Chappy with pool, Tennis, pickleball, WiFi and AC

9.0 out of 10, Wonderful, (4)
"Awesome house, very comfortable and a lot of fun. Thanks so much for the hospitality!!"
Charming 2-bedroom house on Chappy with pool, Tennis, pickleball, WiFi and AC

Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette

8.0 out of 10, Very good, (14)
"This place is perfect, My girlfriend and I stayed there for Memorial Day weekend. It’s a quiet little cottage nestled in the wood we loved the privacy and getting away from the hustle and bustle of Oak bluffs at night. I’ve read some other reviews saying that the electricity doesn’t work but it worked for us the whole time. I personally plan on staying there again"
Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette

Tranquil 5 BR House, Heated Saltwater Pool Near Downtown Edgartown

9.4 out of 10, Exceptional, (11)
"House was in a great location for easy access to Edgartown. Lots of room in the house."
Tranquil 5 BR House, Heated Saltwater Pool Near Downtown Edgartown

The quintessential MV home. Now booking for 2025!

9.8 out of 10, Exceptional, (53)
"Just a quick 4 minute drive to downtown. Listing was accurate and place was clean!"
The quintessential MV home. Now booking for 2025!

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

8.8 out of 10, Excellent, (33)
"Great spot for a get away. Private with easy access to activities."
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
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 Martha's Vineyard Hotel Reviews

Find out more about Martha's Vineyard

Find out more about Martha's Vineyard

Martha's Vineyard Holiday Homes information

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451 Holiday Homes
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