Home Vacation Rentals By Owner In Wellfleet, MA

Showing 80 Of 329 Vacation Rentals
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Exceptional(2)

$296.08

/ Nightly
Cottage

Sweet Cape Cod Cottage! (CS0011)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(5)

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Private Vacation Home

Immaculate Home in the Woods (CS0033)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(4)

$642.22

/ Nightly
Private Vacation Home

Sweet Comfortable Home in the Woods, Oceanside (CS0026)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(9)

$539.65

/ Nightly
Private Vacation Home

Path to Pond, Private Location, Sweet Home! (CS0031)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(5)

$879.46

/ Nightly
Private Vacation Home

Roomy 3BD+ Home--Central A/C, Deck, Fire Pit, Fenced-in Yard & Outdoor Shower

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(5)

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Private Vacation Home

Wonderful Duck Creek 6BD--Water Views, Upper Deck, A/C, Game Room, Walk to Town, Pier & Mayo Beach

Wellfleet, Massachusetts, United States

Bed 6

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(63)

$425.63

/ Nightly
Cottage

Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(55)

$499.76

/ Nightly
Private Vacation Home

Wellfleet Woodlands Escape - Privacy in the Pines!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(49)

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Private Vacation Home

Private Beach. Big Beach house. Kayaks. SUP boards.

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$916.62

/ Nightly
Apartment

NEW LISTING! Newer, Spacious 4BD Home--Central Air, Awesome In-Town Locale, Less Than Mile to Mayo Beach

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(1)

$745.95

/ Nightly
Private Vacation Home

Newly Renovated Marshview Retreat in the Heart of Wellfleet (2440)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(6)

$1695.77

/ Nightly
Private Vacation Home

New Bunk Room Summer 2026! Luxury Meets History: Wellfleet’s Iconic 7BR Estate

Wellfleet, Massachusetts, United States

Bed 7

Bed

Bath 5

Bath

Sleep 16

Sleeps
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Exceptional(1)

$762.62

/ Nightly
Cottage

Bayside cottage near Marconi and Bike Path

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$456.28

/ Nightly
Cottage

Sweet Cape Cod cottage, close to Mayo Beach and Powers Landing (CS0053)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$492.83

/ Nightly
Cottage

NEW! Stylish, Fully-Renovated 2BD Cottage--AC, Screen Porch, Outdoor Shower & Cape Cod Rail Trail Access

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(4)

$718.91

/ Nightly
Cottage

4-bedroom waterfront cottage in charming Wellfleet with WiFi

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(7)

$856.66

/ Nightly
Cottage

Bay Views, Steps to Beach, Minutes to P-Town

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(2)

Select Dates for Price
Private Vacation Home

Secluded 3BD Classic--On Seven Acres Abutting Conservation Land, A/C, Large Deck

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(84)

$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(1)

$618.82

/ Nightly
Private Vacation Home

Dog friendly, 4 bedroom, walking distance to Duck pond Wellfleet`s best kept secret

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Home Most popular vacation rentals in Wellfleet

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Exceptional(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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(1)

$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