Cuttyhunk Rentals

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38 Houses

Great rentals within 20 miles that match your search

Distance approx 18.68 km from Cuttyhunk

20

47 Fairview Avenue

Cape Cod / Falmouth

Falmouth house

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Ask about children
  • Ask about pets

Price per night from

$285

Price per night from

$285

Distance approx 19.86 km from Cuttyhunk

(1) Excellent 

31

Quiet, secluded vacation home in the woods w/ outdoor shower

Massachusetts / Martha's Vineyard

Martha's Vineyard house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary
“Perfect spot to experience the Vineyard” Great spot about 2 miles from downtown Edgartown and Beaches. Convenient to roads to rest of island. House in great shape and had all linens towels kitchen items etc. Very clean and well kept. I would look to s
…see more

Price per night from

$202

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$202

Distance approx 16.37 km from Cuttyhunk

(2) Very Good 

24

Contemporary Cottage in Little Compton

Rhode Island / Little Compton

Little Compton house

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$229

Price per night from

$229

Distance approx 15.24 km from Cuttyhunk

27

Beautiful West Tisbury Home with Association Pool

Martha's Vineyard / West Tisbury

West Tisbury house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$329

Price per night from

$329

Distance approx 15.34 km from Cuttyhunk

(2) Very Good 

8

Little Harbor 1 Bedroom

Falmouth / Woods Hole

Woods Hole studio

Studio 3 min stay varies

  • Studio
  • sleeps 3
  • min stay varies
  • Nearest beach 0.6 mi
  • Child Friendly
  • Car not necessary

Price per night from

$179

Price per night from

$179

Distance approx 16.23 km from Cuttyhunk

28

2BR Cottage by the Sea in Woods Hole – Private Beach, Near Falmouth & Ferry

Falmouth / Woods Hole

Woods Hole cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Air conditioning

Price per night from

$248

Price per night from

$248

Distance approx 12.78 km from Cuttyhunk

33

Beautiful, historic farmhouse with shared dock on Chilmark Pond

Martha's Vineyard / Chilmark

Chilmark house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$319

Price per night from

$319

Distance approx 19.31 km from Cuttyhunk

32

Cozy townhouse w/ shared pool, tennis & great location close to the beach!

Martha's Vineyard / Oak Bluffs

Oak Bluffs house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$215

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$215

Distance approx 16.73 km from Cuttyhunk

23

JOHAM - Pristne Tashmoo Cove Condominimum, Association Pool and Tennis

Martha's Vineyard / Vineyard Haven

Vineyard Haven house

3 5 7 nights min

  • 3 bedrooms
  • sleeps 5
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$321

Price per night from

$321

Distance approx 18.5 km from Cuttyhunk

10

Falmouth Heights huge backyard

Cape Cod / Falmouth

Falmouth house

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Nearest beach 3 mi
  • Child Friendly
  • Air conditioning

Price per night from

$242

Price per night from

$242

Distance approx 16.24 km from Cuttyhunk

22

WIDRP - Long Point Beach House, Private Location, Large Wrap Around Deck with Te

Martha's Vineyard / West Tisbury

West Tisbury house

5 8 7 nights min

  • 5 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$400

Price per night from

$400

Distance approx 19.4 km from Cuttyhunk

15

Adorable Cottage Walking Distance to Town and Beach

Martha's Vineyard / Oak Bluffs

Oak Bluffs house

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Ask about children

Price per night from

$214

Price per night from

$214

Distance approx 18.02 km from Cuttyhunk

(2) Excellent 

30

The Coastal Cottage -190 degree views & Pool table

Rhode Island / Tiverton

Tiverton house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies

Price per night from

$458

Price per night from

$458

Distance approx 18.76 km from Cuttyhunk

19

Water views, Walk to First Beach, 4BR, 2 full BA home, fenced in yard

Rhode Island / Newport

Newport house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 0.4 mi
  • Child Friendly
  • Air conditioning

Price per night from

$532

Price per night from

$532

Distance approx 8.12 km from Cuttyhunk Show on Map

36

NEW LISTING! Rustic, waterfront home w/deck, lake/ocean views-1/4 mile to beach

Martha's Vineyard / Aquinnah

Aquinnah house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$281

Responds fast!
avg. 1 hour 47 minutes

Price per night from

$281

Distance approx 17.91 km from Cuttyhunk

58

Dog-friendly, lakefront home w/ roof deck - blocks from the beach!

Cape Cod / Falmouth

Falmouth house

4 7 min stay varies

  • 4 bedrooms
  • sleeps 7
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$143

Price per night from

$143

Distance approx 18.9 km from Cuttyhunk

24

ASHTJ - Cape Style Home with Coastal Decor, Spacious Deck, Wifi, Room AC

Martha's Vineyard / Edgartown

Edgartown house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$343

Price per night from

$343

Distance approx 16.19 km from Cuttyhunk

(5) Very Good 

10

2018 Martha's Vineyard Vacation Home

Martha's Vineyard / West Tisbury

West Tisbury house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$221

Responds fast!
avg. 1 hour 23 minutes

Price per night from

$221

Distance approx 18.62 km from Cuttyhunk

(2) Excellent 

24

Charming house with lots of entertainment and gourmet kitchen!

Martha's Vineyard / Oak Bluffs

Oak Bluffs house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$178

Price per night from

$178

Distance approx 19.36 km from Cuttyhunk

(69) Excellent 

20

In-Town Historic Property on Martha's Vineyard

Martha's Vineyard / Oak Bluffs

Oak Bluffs apartment

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 mi
  • Child Friendly
“One of Oak Bluffs best kept secrets!” My family and I have been vineyarders for decades, and have been accustomed to rental property's away from the busy streets of downtown Oak Bluffs. Needless, to say we weren't optomistic about what to expect. Howe
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Price per night from

$166

Responds fast!
avg. 3 hours 46 minutes

Price per night from

$166

Distance approx 13.15 km from Cuttyhunk

41

MEINW - Wade's Cove Waterfront Luxury Residence, Key to Private Hancock Beach,

Martha's Vineyard / Chilmark

Chilmark house

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Ask about children
  • Air conditioning

Price per night from

$1,429

Price per night from

$1,429

Distance approx 17.43 km from Cuttyhunk

24

WATERFRONT COTTAGE WITH LARGE YARD GREAT FOR SUMMER GAMES

Martha's Vineyard / Vineyard Haven

Vineyard Haven house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children
  • Air conditioning

Price per night from

$325

Price per night from

$325

Distance approx 18.56 km from Cuttyhunk

27

CLARO - New Contemporary Farmhouse Design, Multiple Living Areas, Screened Porch

Martha's Vineyard / Oak Bluffs

Oak Bluffs house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$257

Price per night from

$257

Distance approx 14.92 km from Cuttyhunk

(2) Excellent 

32

Historic Bed & Breakfast in Coastal Seaport

Massachusetts / Fairhaven

Fairhaven b and b

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$161

Price per night from

$161

Distance approx 14.73 km from Cuttyhunk

(1) Excellent 

29

Lovely Saltbox

Martha's Vineyard / West Tisbury

West Tisbury house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Private garden

Price per night from

$394

Price per night from

$394

Distance approx 9.53 km from Cuttyhunk

6

AMAZING BEACH COTTAGE AVAILABLE AUG 5 -12

Massachusetts / Westport Point

Westport Point house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$540

Price per night from

$540

Distance approx 14.08 km from Cuttyhunk

17

sakonnet point ocean front with private beach

Rhode Island / Little Compton

Little Compton house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$516

Price per night from

$516

Distance approx 14.72 km from Cuttyhunk

21

MILLD - Green Home, Private Location, Short Drive to Gorgeous West Tisbury Beach

Martha's Vineyard / West Tisbury

West Tisbury house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children

Price per night from

$243

Price per night from

$243

Distance approx 15.24 km from Cuttyhunk

13

Beachfront house with beautiful views!

Martha's Vineyard / Vineyard Haven

Vineyard Haven house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$857

Price per night from

$857

Distance approx 17.09 km from Cuttyhunk

36

PERKM - Elegant Main and Guest Cottage, Built In 2014! Fabulous West Chop Area

Martha's Vineyard / Vineyard Haven

Vineyard Haven house

7 10 7 nights min

  • 7 bedrooms
  • sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$571

Price per night from

$571

Distance approx 19.19 km from Cuttyhunk

24

5BR, 1.5BA Falmouth Hts Beach Home - Walk to Beach & Martha’s Vineyard Ferry

Cape Cod / Falmouth

Falmouth house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$325

Price per night from

$325

Distance approx 14.12 km from Cuttyhunk

27

ACKLB - Longview Country House, 2 Private Decks, 1 Mile to Lambert's Cove Beach,

Martha's Vineyard / West Tisbury

West Tisbury house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$286

Price per night from

$286

Distance approx 16.69 km from Cuttyhunk

10

5 Star WATERFRONT COTTAGE. WALK TO THE BEACH.

Falmouth / Woods Hole

Woods Hole house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Child Friendly
  • Private garden

Price per night from

$77

Price per night from

$77

Distance approx 13.68 km from Cuttyhunk

37

NOBLM - Distinctive Luxury Summer Retreat, Private Tennis Courts, Private Associ

Martha's Vineyard / Chilmark

Chilmark house

5 9 7 nights min

  • 5 bedrooms
  • sleeps 9
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$1,264

Price per night from

$1,264

Distance approx 17.14 km from Cuttyhunk

29

Classic 4BR Summer Home on Oyster Pond – Private Dock & Boat Fleet

Cape Cod / Falmouth

Falmouth house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$450

Price per night from

$450

Distance approx 19.3 km from Cuttyhunk

24

Cozy condo with shared pool & tennis courts, close to golfing & the beach!

Martha's Vineyard / Oak Bluffs

Oak Bluffs house

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$189

Price per night from

$189

Distance approx 12.06 km from Cuttyhunk

18

LORUJ - Spacious Ocean View Home, Private Association Beach - South Shore - Inq

Martha's Vineyard / Chilmark

Chilmark house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$700

Price per night from

$700

Distance approx 16.18 km from Cuttyhunk

21

Beautiful Vineyard family home near Long Point Beach in West Tisbury

Martha's Vineyard / West Tisbury

West Tisbury house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$818

Price per night from

$818