Top Winter Vacations - Vacation Rentals in Menemsha Beach

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $914

         

|

10.0 (1 Review)

House

Hillside Oak

• Pet Friendly
• Wheelchair Accessible
• Balcony/Terrace

• Massachusetts
• Chilmark

View Availability

From US $492

         

10.0 (87 Reviews)

House

Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Aquinnah

View Availability

From US $1,895

         

|

9.0 (1 Review)

House

The Eliot Noyes

• Pool
• View
• Balcony/Terrace

• Massachusetts
• Chilmark

View Availability

From US $376

         

9.8 (48 Reviews)

House

Amazing Views! Sunsets! Larger Roof Deck! Historic Martha’s Vineyard Gem!

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Aquinnah

View Availability

From US $232

         

|

8.6 (6 Reviews)

House

Chilmark Guest House

• Air Conditioner
• Pet Friendly
• Wheelchair Accessible

• Massachusetts
• Chilmark

View Availability

From US $985

         

8.6 (24 Reviews)

House

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

• Parking
• Pool
• TV

• Massachusetts
• Chilmark

View Availability

From US $667

         

10.0 (5 Reviews)

Cottage

Bright and cozy menemsha cottage

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chilmark

View Availability

From US $550

         

10.0 (79 Reviews)

House

Magical House in the Trees with Water View - Secluded Area

• Parking
• View
• Ocean View

• Massachusetts
• Aquinnah

View Availability

From US $586

         

10.0 (60 Reviews)

House

Cozy custom home, serene setting. Private beach & pond access + use of 4 kayaks.

• Air Conditioner
• Parking
• TV

• Massachusetts
• Aquinnah

View Availability

From US $417

         

10.0 (57 Reviews)

House

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

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chilmark

View Availability

From US $798

         

10.0 (32 Reviews)

House

Modern beach house - Walking distance to Philbin Beach

• Air Conditioner
• Parking
• TV

• Massachusetts
• Aquinnah

View Availability

From US $451

         

10.0 (28 Reviews)

House

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chilmark

View Availability

From US $1,160

         

10.0 (12 Reviews)

House

Luxury Home in Exclusive Aquinnah

• Parking
• TV
• View

• Massachusetts
• Aquinnah

View Availability

From US $1,271

         

10.0 (8 Reviews)

House

Post and Beam home with westward views of the ocean and sunsets

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chilmark

View Availability

From US $573

         

10.0 (6 Reviews)

House

Peaceful Chilmark Farmhouse by Menemsha Beach

• Air Conditioner
• Parking
• TV

• Chilmark
• Menemsha

View Availability

From US $934

         

10.0 (1 Review)

House

Classic Charming and Whimsical Martha’s Vineyard Home, with Private Beach

• Parking
• TV
• View

• Massachusetts
• Aquinnah

View Availability

From US $802

         

10.0 (1 Review)

House

Peaceful Scenic Up-Island Retreat With Private Martha's Vineyard Beach

• Parking
• Security/Safety
• Bedding/Linens

• Massachusetts
• Chilmark

View Availability

From US $460

         

9.6 (21 Reviews)

Apartment

Cozy efficiency apartment/heated pool

• Air Conditioner
• Parking
• Pool

• Massachusetts
• Chilmark

View Availability

From US $1,233

         

9.6 (9 Reviews)

House

Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chilmark

View Availability

From US $335

         

9.2 (17 Reviews)

House

Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches

• Air Conditioner
• Parking
• Pet Friendly

• Massachusetts
• Chilmark

View Availability

From US $560

         

5.8 (7 Reviews)

House

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

• Air Conditioner
• Parking
• TV

• Massachusetts
• Aquinnah

View Availability

From US $1,436

         

New

House

Amazing sunsets, a welcoming home, and island adventures. Lifetime memories!

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chilmark

View Availability

From US $1,205

         

New

House

Beautiful Aquinnah Home: Ocean View, Walk to Beach

• Air Conditioner
• Pet Friendly
• TV

• Massachusetts
• Aquinnah

View Availability

From US $1,155

         

New

House

Spacious and gracious architect designed home on 3 acres off Middle Road.

• Air Conditioner
• Parking
• TV

• Massachusetts
• Chilmark

View Availability

★ Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Menemsha Beach.