Home Vacation Rentals By Owner In Wellfleet, MA

Showing 180 Of 329 Vacation Rentals
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Exceptional(16)

$333.02

/ Nightly
Private Vacation Home

Fresh Oceanfront Cottage w/Free WiFi, Private Beach Access, Deck, & Partial A/C

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(4)

$534.95

/ Nightly
Private Vacation Home

Serene Home on 3 Acres w/ Wraparound Deck & Pool Table - Close to Beaches

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(26)

$761.59

/ Nightly
Private Vacation Home

Striking Home with Scenic Marsh Views, Multiple Living Areas, Stroll to Bay

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$829.62

/ Nightly
Private Vacation Home

Tall Pines | House in Wellfleet

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(8)

$694.6

/ Nightly
Private Vacation Home

Drummer Cove Retreat | House in Wellfleet

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$793.92

/ Nightly
Private Vacation Home

Private location, Gas Grill, A/C, Wi-Fi, Washer/Dryer

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(7)

$398.29

/ Nightly
Private Vacation Home

Peaceful half-acre home near ocean, dining & shops and a fire pit

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(15)

$353.68

/ Nightly
Private Vacation Home

Serene wooded hideaway with spacious deck & Rail Trail access - near beach

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$560.98

/ Nightly
Private Vacation Home

Private getaway, many amenities, in desirable Indian Neck! (CS0049)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(4)

$899.9

/ Nightly
Private Vacation Home

Spacious 3BD+ Home--A/C, Drummer Cove Views, Firepit, Bocce Court & Ping Pong

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$1262.04

/ Nightly
Private Vacation Home

Great Island 5BD Mid-Century Modern Home--A/C, Outdoor Shower & Screen Porch, Short walk to beach

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(5)

$805.18

/ Nightly
Private Vacation Home

Modern Home With Deck in Private Neighborhood Close to Beach (2394)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(5)

$447.36

/ Nightly
Private Vacation Home

Nestled among the pitch pines, southern exposure, steps from Old Wharf beaches!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(7)

$605.71

/ Nightly
Private Vacation Home

Walk to Lecount Hollow Beach, Dog Friendly!

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 1

Bath

Sleep 10

Sleeps
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Exceptional(16)

$737.63

/ Nightly
Private Vacation Home

Lovely, Contemporary Home Offers Light, Airy Living- Walk to Duck Pond

South Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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$626.76

/ Nightly
Private Vacation Home

BRAND NEW LISTING! Bright & Cozy Oceanside 3BD--A/C, Enclosed Outdoor Shower, Deck & Yard

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(3)

$1026.1

/ Nightly
Private Vacation Home

Indian Neck 2BD--Chipman's Cove Water Views, Less than 0.2 Mi to Burton Baker Beach, A/C, Outdoor Shower

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(5)

$1079.24

/ Nightly
Private Vacation Home

The Ultimate Cape Cod Escape for Families, Friends & Pets

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$326.02

/ Nightly
Cottage

Compass Rose, Entire home in Wellfleet, Massachusetts

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(13)

Select Dates for Price
Private Vacation Home

Charming Private Wellfleet Vacation House Walk to Beach

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Home Most popular vacation rentals in Wellfleet

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Exceptional(13)

$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(13)

$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(13)

$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(13)

$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(13)

$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(13)

$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(13)

$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(13)

$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(13)

$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(13)

$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