Discover Your Perfect Martha's Vineyard Vacation Homes

Best Vacation Homes in Martha's Vineyard

10.0
Exceptional
(1 Review)
7 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $768/Night For 7 Nights US $5,376
10.0
Exceptional
(4 Reviews)
1097.92 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $239/Night For 7 Nights US $1,673
9.8
Exceptional
(245 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Balcony/Terrace
  • Breakfast
  • Kitchen
US $266/Night For 7 Nights US $1,865
New
10 Guests 5 Bedrooms 3 Bathrooms
Group Friendly House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
US $4,922/Night For 7 Nights US $34,454
10.0
Exceptional
(2 Reviews)
10763.91 ft² 8 Guests 4 Bedrooms 3 Bathrooms
House
  • Fireplace/Heating
  • View
  • Air Conditioner
US $760/Night For 7 Nights US $5,320
New
8 Guests 3 Bedrooms 3 Bathrooms
Group Friendly House
US $3,473/Night For 7 Nights US $24,308
New
12 Guests 5 Bedrooms 5 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $2,518/Night For 7 Nights US $17,628
New
8 Guests 4 Bedrooms 5 Bathrooms
Group Friendly House
US $2,139/Night For 7 Nights US $14,971

Martha's Vineyard Luxury Rentals

New
4 Guests 2 Bedrooms 2 Bathrooms
Couples Retreat House
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New
14 Guests 2 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
Unlock the Best Price
10.0
Exceptional
(3 Reviews)
5500 ft² 15 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $8,968/Night For 7 Nights US $62,775
10.0
Exceptional
(1 Review)
10 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $8,537/Night For 7 Nights US $59,759
New
11 Guests 6 Bedrooms 4 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Air Conditioner
  • Internet
US $8,417/Night For 7 Nights US $58,922
New
6 Guests 3 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $8,396/Night For 7 Nights US $58,769
10.0
Exceptional
(57 Reviews)
2800 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $8,018/Night For 7 Nights US $56,129
9.8
Exceptional
(17 Reviews)
7000 ft² 16 Guests 6 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $7,811/Night For 7 Nights US $54,675

Martha's Vineyard Pet Friendly Vacation Rentals

New
10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $1,604/Night For 7 Nights US $11,228
10.0
Exceptional
(1 Review)
3336.81 ft² 8 Guests 1 Bedroom 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
US $914/Night For 7 Nights US $6,398
New
2500 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $1,440/Night For 7 Nights US $10,079
10.0
Exceptional
(1 Review)
1001.04 ft² 6 Guests 3 Bedrooms 2 Bathrooms
House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
US $434/Night For 7 Nights US $3,038
New
6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Hot Tub
  • Fireplace/Heating
  • Ocean View
US $1,184/Night For 7 Nights US $8,286
New
10 Guests 4 Bedrooms 2 Bathrooms
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $643/Night For 7 Nights US $4,501
10.0
Exceptional
(155 Reviews)
800 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $557/Night For 7 Nights US $3,896
10.0
Exceptional
(96 Reviews)
700 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Cottage
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $410/Night For 7 Nights US $2,871

Martha's Vineyard Large Vacation Homes

9.8
Exceptional
(8 Reviews)
3872 ft² 10 Guests 2 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $745/Night For 7 Nights US $5,212
9.9
Exceptional
(72 Reviews)
477.2 ft² 17 Guests 7 Bedrooms 6 Bathrooms
Bed & Breakfast
  • View
  • Air Conditioner
  • Internet
US $181/Night For 7 Nights US $1,267
10.0
Exceptional
(6 Reviews)
3300 ft² 16 Guests 6 Bedrooms 3 Bathrooms
Group Friendly House
US $1,053/Night For 7 Nights US $7,369
10.0
Exceptional
(89 Reviews)
3600 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $1,190/Night For 7 Nights US $8,327
9.5
Exceptional
(4 Reviews)
1797.57 ft² 8 Guests 5 Bedrooms 2 Bathrooms
House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $273/Night For 7 Nights US $1,911
10.0
Exceptional
(81 Reviews)
10 Guests 5 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
US $1,285/Night For 7 Nights US $8,992
10.0
Exceptional
(81 Reviews)
2000 ft² 11 Guests 4 Bedrooms 2 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $458/Night For 7 Nights US $3,209
10.0
Exceptional
(71 Reviews)
3500 ft² 12 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
US $1,303/Night For 7 Nights US $9,120

Why Choose Rent By Owner for your Martha's Vineyard Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Martha's Vineyard

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can significantly enhance your experience, as each season offers unique opportunities to enjoy this destination's scenic beauty and relaxed atmosphere.

Peak Season Highlights

summer
Summer (June to August)

During the peak summer months, this island is bustling with visitors enjoying warm weather and vibrant local events, making it an ideal time to explore through comfortable vacation rentals.

Average Temperature Daytime: 75-85°F - Nighttime: 60-70°F
autumn
Fall (September to October)

Early fall offers pleasant weather and fewer crowds, providing a peaceful escape to enjoy the region's natural beauty and cozy accommodations after the busy summer season.

Average Temperature Daytime: 68-75°F - Nighttime: 55-60°F

Off-Season Highlights

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Late Fall and Winter (November to February)

This quieter period features cooler temperatures and fewer visitors, perfect for those seeking serene surroundings and flexible booking options for their vacation rentals.

Average Temperature Daytime: 45-55°F - Nighttime: 35-45°F
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Early Spring (March to May)

As the area begins to awaken from winter, you'll find fewer tourists and more affordable rates on vacation rentals, ideal for experiencing the region's early spring charm.

Average Temperature Daytime: 50-65°F - Nighttime: 40-50°F

Weekly Weather Forecast for Martha's Vineyard

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas with picnic tables and grills, perfect for al fresco meals amid the scenic surroundings.
  • Relax in a private outdoor pool or hot tub, ideal for unwinding after a day exploring the area's charming towns.
  • Take advantage of beautifully landscaped gardens or lawns that provide tranquil spaces for leisure or outdoor games.
  • Make the most of expansive decks or patios with comfortable seating to soak up the sun and stunning views.
  • Utilize shaded porches or verandas, offering a cool retreat during warm summer days in this coastal region.
  • Explore the area with provided bicycles or outdoor gear for adventures around the town and scenic waterways.
  • Gather around fire pits or outdoor fireplaces for cozy evenings and memorable conversations beneath the stars.
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Family Activities

  • Island Beaches: Spend quality time with your family exploring the pristine beaches that surround this charming destination, perfect for swimming, picnicking, and building sandcastles.
  • Museum of American History: Engage your family's curiosity with interactive exhibits and historical displays that showcase the rich heritage of this region.
  • State Park Adventures: Discover scenic trails and outdoor activities suitable for all ages within the area's lush state parks, ideal for hiking and nature walks.
  • Whale Watching Tours: Experience unforgettable moments by joining family-friendly whale watching excursions that depart from here, providing a close encounter with marine life.
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Adult Activities

  • Wine Tasting Tours: Explore the renowned vineyards and wineries that showcase the region's local wine production, offering a sophisticated experience just minutes from your vacation rental.
  • Art Galleries and Studios: Discover the vibrant arts community with visits to galleries and artist studios that reflect the area's creative spirit and cultural heritage.
  • Cooking Classes: Participate in culinary workshops that highlight regional ingredients and cuisine, perfect for enhancing your stay on this charming island.
  • Adventure Sailing: Embark on a sailing excursion around the coastline, providing panoramic views and an active way to enjoy the area's maritime beauty.

Martha's Vineyard Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Seasonal Events: Check the local calendar to align your stay with festivals or outdoor activities that showcase the area's unique charm.
  • Explore Local Dining Options: Sample fresh seafood and regional cuisine at nearby eateries to fully immerse yourself in the region's culinary scene.
  • Discover Scenic Outdoor Spots: Take advantage of the area's natural beauty by visiting beaches and parks that offer picturesque views and relaxing atmospheres.
  • Utilize Local Transportation: Consider renting bikes or using shuttle services to easily navigate around the destination and enjoy its scenic surroundings without hassle.

Transportation Options

  • Car Rentals: Renting a vehicle is a flexible way to explore the island at your own pace, offering easy access to all the scenic spots and local attractions.
  • Ferry Services: The ferry system provides convenient transportation between here and the mainland, making it simple to arrive or depart without the hassle of driving across bridges.
  • Public Buses: The regional bus network offers an economical and eco-friendly option for traveling around the area and reaching key destinations on the island.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily available for quick, hassle-free trips within the region, especially if you prefer not to drive.

Local Customs Options

  • Clambake Tradition: Participating in a traditional clambake is a cherished custom here, offering you a chance to enjoy locally cooked seafood in a social setting.
  • Greeting with a Friendly "Hello": A warm and welcoming greeting is customary when meeting locals, reflecting the area's friendly community spirit.
  • Preserving Maritime Heritage: Respect for the region’s maritime history is evident through local crafts, festivals, and the preservation of historic lighthouse sites.
  • Enjoying the Regional Farmers’ Markets: Visiting farmers’ markets showcases the area's commitment to fresh, local produce, giving you an authentic taste of the region’s agricultural charm.

Martha's Vineyard Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Martha's Vineyard?

3. Which vacation homes in Martha's Vineyard are best for families?

If you are looking for a family-friendly vacation home in Martha's Vineyard, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Martha's Vineyard:

4. How many Rentbyowner vacation rentals are available in Martha's Vineyard?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1850 in the Martha's Vineyard area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Martha's Vineyard. 

5. What is the cancellation policy for vacation rentals in Martha's Vineyard?

Each listing has its own cancellation policy outlined in the terms. To understand your options and potential fees, please review the specific property's cancellation details or contact the owner directly before booking.

6. How do I find available dates and book a rental on this island?

You can check the availability calendar on the listing page and proceed with the booking process. For any questions about dates or special requests, reaching out to the property owner can help ensure your stay aligns with your plans.

7. Are there any house rules or restrictions I should be aware of during my stay?

Yes, each property provides its own set of house rules which are typically listed on the property page. Be sure to read these details carefully and contact the owner if you have specific questions or need clarification.

8. What amenities can I expect in Martha's Vineyard vacation rentals?

Amenities vary by property but generally include essentials like Wi-Fi, kitchen facilities, and outdoor spaces. Detailed descriptions of the amenities are available in each listing, and you can ask the owner about any specific needs.

9. Is there any guidance on check-in and check-out times for rentals on the island?

Check-in and check-out times are specified on each listing. If you require flexible timings, it’s best to communicate directly with the property owner to confirm if arrangements can be made.

Martha's Vineyard Top Rated Vacation Rentals

10.0
Exceptional
(104 Reviews)
518 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $499/Night For 7 Nights US $3,493
10.0
Exceptional
(71 Reviews)
3000 ft² 10 Guests 6 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $1,206/Night For 7 Nights US $8,445
10.0
Exceptional
(61 Reviews)
896 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $955/Night For 7 Nights US $6,685
10.0
Exceptional
(61 Reviews)
3500 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $889/Night For 7 Nights US $6,226
10.0
Exceptional
(54 Reviews)
3650 ft² 12 Guests 6 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $2,415/Night For 7 Nights US $16,908
10.0
Exceptional
(39 Reviews)
2727 ft² 14 Guests 5 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $784/Night For 7 Nights US $5,485
10.0
Exceptional
(29 Reviews)
16 Guests 7 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $2,617/Night For 7 Nights US $18,319
10.0
Exceptional
(28 Reviews)
650 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Pool
  • Ocean View
US $450/Night For 7 Nights US $3,151