Home Vacation Rentals By Owner In Wellfleet, MA

Showing 280 Of 329 Vacation Rentals
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$449.36

/ Nightly
Private Vacation Home

BRAND NEW LISTING! Lovely 1BD--A/C, Private Deck, Outdoor Shower, Tucked Away in Wellfleet Center

Wellfleet, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(3)

$1154.96

/ Nightly
Private Vacation Home

3BD Wellfleet Harborfront Cottage--Stunning Panoramic Harbor Views & Sunsets, A/C, Deck, Direct Water Access

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(41)

$462.8

/ Nightly
Private Vacation Home

Cottage with Views of the Atlantic Ocean (1221)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 5

Sleeps
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$360.19

/ Nightly
Private Vacation Home

Much admired stylish retreat on 1/2 acre of lush gardens. Inviting & Comfortable

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(21)

$665.2

/ Nightly
Private Vacation Home

Charming in town rental, water views, near Mayo Beach, shops, restaurants

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(15)

$354.05

/ Nightly
Cottage

Charming Newly Renovated Wellfleet Cottage Near Black Fish Creek (2238)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(49)

$610.02

/ Nightly
Private Vacation Home

Light, Airy Contemporary, Walk To Dyer Pond along Woodland Path

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(4)

$374.98

/ Nightly
Private Vacation Home

Sandy beach cottage on Wellfleet Bay

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(6)

$447.15

/ Nightly
Cottage

2 Bedroom Cottage With Private Beach Access (1688)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(12)

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Private Vacation Home

Historic Home on National Seashore Land (1374)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(6)

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Private Vacation Home

Spectacular Views of Blackfish Creek (1581)

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(17)

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Private Vacation Home

Comfort & Privacy Near Lt. Island (1295)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(32)

$482.37

/ Nightly
Cottage

Tranquil Views of Drummer Cove (1321)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(102)

$271.02

/ Nightly
Apartment

Modern Wellfleet Studio Apartment Close to Beaches, Ponds, Trails, and Town

Wellfleet, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
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Exceptional(2)

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Private Vacation Home

Beautiful Sunsets Over Lieutenant Island (1371)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(9)

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Private Vacation Home

Newly Built Contemporary with Central Air, Ocean Side of Wellfleet (2045)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(10)

$369.59

/ Nightly
Cottage

3 BR Cottage with Beach Access (1689)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(16)

$538.14

/ Nightly
Private Vacation Home

Attractive 3BR Cape Home Close to Indian Neck Beach (1430)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(26)

$2268.02

/ Nightly
Private Vacation Home

Dream Beach House on Mayo Beach Wellfleet Cape Cod

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(20)

$634.13

/ Nightly
Cottage

Beach Front Cottage With Spacious Deck (1465)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Home Most popular vacation rentals in Wellfleet

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Exceptional(20)

$499.98

/ Nightly
Private vacation home

Wellfleet Beach House

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(20)

$588.30

/ Nightly
Private vacation home

New 2026 Newly Built 3BR Coastal Retreat Steps from Mayo Beach

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(20)

$586.23

/ Nightly
Cottage

Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(20)

$569.97

/ Nightly
Cottage

Cute Cottage Near Bay and Ocean Beaches(2436)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(20)

$568.31

/ Nightly
Private vacation home

New-build retreat with furnished deck, fireplace, & washer/dryer - near beaches

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(20)

$542.20

/ Nightly
Private vacation home

3BD Oceanside Saltbox--A/C, Deck, Outdoor Shower, Wooded Lot Abutting Nat'l Seashore Land

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(20)

$516.17

/ Nightly
Private vacation home

Wellfleet Oceanside, Walk to Duck Pond

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 5

Sleeps
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Exceptional(20)

$490.99

/ Nightly
Private vacation home

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(20)

$470.12

/ Nightly
Private vacation home

Eclectic Wellfleet Style Home near Lt. Island!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(20)

$482.57

/ Nightly
Private vacation home

Wellfleet Retreat near the drive in

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Most Popular Cities in Massachusetts