The Yard Pet Friendly Vacation Rentals

      Highly Rated

House

Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.

• Massachusetts
• ·
• Chilmark
• 1.30 mi to center

10.0

Exceptional

(65 Reviews)

2 Bedrooms 1 Bath 3 Guests 480 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $470/Night 7 Nights - US $3,289

View Deal

     

House

Hillside Oak

• Massachusetts
• ·
• Chilmark
• 1.42 mi to center

10.0

Exceptional

(1 Review)

4 Bedrooms 4 Baths 8 Guests 3336.81 ft²

• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner
• 
  Internet

US $914/Night 7 Nights - US $6,398

View Deal

     

House

Chilmark 1-bedroom Bunk house, WiFi, AC. Private Beach, Pets. No kitchen

• Massachusetts
• ·
• Chilmark
• 2.71 mi to center

1 Bedroom 1 Bath 3 Guests

• 
  Parking
• 
  Air Conditioner
• 
  Internet
• 
  Laundry

US $1,403/Night 7 Nights - US $9,821

View Deal

     

House

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

• Massachusetts
• ·
• Chilmark
• 1.31 mi to center

10.0

Exceptional

(30 Reviews)

2 Bedrooms 2 Baths 4 Guests 880 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $552/Night 7 Nights - US $3,865

View Deal

      Price Dropped

House

Chilmark Guest House

• Massachusetts
• ·
• Chilmark
• 1.09 mi to center

8.6

Fabulous

(6 Reviews)

2 Bedrooms 1 Bath 4 Guests 796.53 ft²

• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner
• 
  Internet

US $345/Night 7 Nights - US $2,415

View Deal

     

Cottage

Bright and cozy menemsha cottage

• Massachusetts
• ·
• Chilmark
• 1.53 mi to center

10.0

Exceptional

(5 Reviews)

2 Bedrooms 1 Bath 5 Guests 1000 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $420/Night 7 Nights - US $2,943

View Deal

     

House

The Eliot Noyes

• Massachusetts
• ·
• Chilmark
• 0.20 mi to center

9.0

Exceptional

(1 Review)

1 Bedroom 2 Baths 8 Guests 1679.17 ft²

• 
  Pool
• 
  Balcony/Terrace
• 
  View
• 
  Internet

US $1,895/Night 7 Nights - US $13,265

View Deal

     

Cottage

Chilmark two bedroom, one bath cottage with waterfront and private beach

• Massachusetts
• ·
• Chilmark
• 1.99 mi to center

10.0

Exceptional

(1 Review)

2 Bedrooms 1 Bath 4 Guests

• 
  Kitchen
• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly

US $1,163/Night 7 Nights - US $8,144

View Deal

     

Hotel

West Tisbury Inn

• Vineyard Haven
• ·
• West Tisbury
• 0.09 mi to center

8.2

Excellent

(35 Reviews)

6 Baths 227.83 ft²

• 
  Private Beach
• 
  Oceanfront
• 
  Parking
• 
  Ocean View

US $260/Night 7 Nights - US $1,820

View Deal

      Price Dropped

House

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

• Massachusetts
• ·
• Chilmark
• 1.09 mi to center

9.4

Exceptional

(3 Reviews)

2 Bedrooms 1 Bath 4 Guests 800 ft²

• 
  Oceanfront
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $398/Night 7 Nights - US $2,784

View Deal

     

House

Open July 20-27th w/RT Ferry! 4 BR Cape in Chilmark - Pet Friendly

• Massachusetts
• ·
• Chilmark
• 2.88 mi to center

10.0

Exceptional

(42 Reviews)

4 Bedrooms 2 Baths 8 Guests 1700 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $829/Night 7 Nights - US $5,806

View Deal

     

House

3 Bedroom House with Guest Cottage on 3 Acres off Middle Road

• Massachusetts
• ·
• Chilmark
• 1.35 mi to center

10.0

Exceptional

(14 Reviews)

4 Bedrooms 4 Baths 10 Guests 2500 ft²

• 
  Oceanfront
• 
  Hot Tub
• 
  Parking
• 
  Ocean View

US $1,285/Night 7 Nights - US $8,997

View Deal

     

House

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

• Massachusetts
• ·
• Chilmark
• 1.53 mi to center

10.0

Exceptional

(9 Reviews)

4 Bedrooms 3 Baths 10 Guests 2800 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $1,054/Night 7 Nights - US $7,378

View Deal

     

House

Pet-Friendly Historic Chilmark House

• Massachusetts
• ·
• Chilmark
• 1.42 mi to center

10.0

Exceptional

(6 Reviews)

4 Bedrooms 3 Baths 10 Guests 2500 ft²

• 
  Oceanfront
• 
  Hot Tub
• 
  Parking
• 
  Ocean View

US $867/Night 7 Nights - US $6,072

View Deal

     

House

Beautiful Chilmark beach house. Great screen porch. Fun house. Pet friendly.

• Massachusetts
• ·
• Chilmark
• 0.95 mi to center

10.0

Exceptional

(3 Reviews)

4 Bedrooms 2 Baths 8 Guests

• 
  Child Friendly

US $597/Night 7 Nights - US $4,179

View Deal

     

House

Stunning private family home - spectacular sunsets

• Massachusetts
• ·
• Chilmark
• 2.83 mi to center

10.0

Exceptional

(1 Review)

6 Bedrooms 4 Baths 12 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $3,073/Night 7 Nights - US $21,510

View Deal

     

House

5-bedroom, 3-bath house on 5 Acres in Chilmark

• Massachusetts
• ·
• Chilmark
• 1.71 mi to center

10.0

Exceptional

(1 Review)

5 Bedrooms 3 Baths 10 Guests

• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly
• 
  Child Friendly

US $1,214/Night 7 Nights - US $8,499

View Deal

      Price Dropped

Cottage

Cozy 3BR Cottage with Lambert's Cove Beach access

• Vineyard Haven
• ·
• West Tisbury
• 0.20 mi to center

10.0

Exceptional

(1 Review)

3 Bedrooms 2 Baths 6 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $681/Night 7 Nights - US $4,770

View Deal

     

House

Walk to private beach from beautiful Abels Hill house

• Massachusetts
• ·
• Chilmark
• 1.10 mi to center

9.8

Exceptional

(39 Reviews)

6 Bedrooms 3 Baths 13 Guests 3000 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $1,135/Night 7 Nights - US $7,944

View Deal

     

House

Luminous rural retreat with spectacular ocean views.

• Massachusetts
• ·
• Chilmark
• 1.36 mi to center

9.6

Exceptional

(35 Reviews)

5 Bedrooms 3 Baths 10 Guests 2400 ft²

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $1,315/Night 7 Nights - US $9,207

View Deal

     

House

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

• Massachusetts
• ·
• Chilmark
• 1.43 mi to center

9.6

Exceptional

(10 Reviews)

4 Bedrooms 4 Baths 8 Guests 3336 ft²

• 
  Oceanfront
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $1,264/Night 7 Nights - US $8,849

View Deal

     

House

Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

• Massachusetts
• ·
• Chilmark
• 1.79 mi to center

9.4

Exceptional

(44 Reviews)

5 Bedrooms 4 Baths 14 Guests 3500 ft²

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $936/Night 7 Nights - US $6,550

View Deal

     

Cottage

Waterfront cottage a short boat ride to the ocean beach

• Massachusetts
• ·
• Chilmark
• 1.27 mi to center

9.2

Exceptional

(5 Reviews)

4 Bedrooms 2 Baths 10 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $774/Night 7 Nights - US $5,419

View Deal

     

House

Private beach compound. Please do not book without contacting the host

• Massachusetts
• ·
• Chilmark
• 1.48 mi to center

4 Bedrooms 4 Baths 6 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

US $5,656/Night 7 Nights - US $39,593

View Deal