Home Vacation Home Rentals By Owner In Wellfleet, MA

Showing 160 Of 247 Vacation Rentals
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Exceptional(5)

$593.91

/ Nightly
Private Vacation Home

Beautiful, private & spacious, great location, large outdoor stone patio!

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$596.94

/ 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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Very Good(1)

$599.72

/ Nightly
Private Vacation Home

Charming Garrison Colonial Home in Wellfleet

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(2)

$602.06

/ Nightly
Private Vacation Home

Tranquil Woodland Escape in Wellfleet!

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(12)

$604.73

/ Nightly
Private Vacation Home

New! Island Pines-A Dog Friendly Boutique Oasis

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$605.05

/ Nightly
Private Vacation Home

Expansive, dog-friendly home with sauna, decks & great location

Wellfleet, Massachusetts, United States

Bed 6

Bed

Bath 4

Bath

Sleep 14

Sleeps
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Exceptional(7)

$606.29

/ 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(1)

$608.75

/ Nightly
Private Vacation Home

3BD Contemporary House + Studio Cottage--Open & Bright, A/C & Deck, EV Charger

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

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(11)

$611.26

/ Nightly
Private Vacation Home

Peaceful retreat plus Dog Friendly!

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$611.96

/ 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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Exceptional(1)

$612.59

/ Nightly
Private Vacation Home

Comfortable 3BD--A/C, Screen Porch & Enclosed Outdoor Shower

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(5)

$617.05

/ Nightly
Private Vacation Home

Bayside 3BD Contemporary--A/C, Large Deck, Quiet Neighborhood, Just 0.7 MI to Welfleet Center

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(1)

$618.99

/ Nightly
Private Vacation Home

NEW LISTING! 3BD Cape--Loagy Bay Views, A/C, Screen Porch, Deck & Outdoor Shower

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(52)

$620.32

/ Nightly
Private Vacation Home

Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(9)

$620.89

/ Nightly
Private Vacation Home

Beautiful, Immaculate Bayside Home (CS0005)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(57)

$620.97

/ Nightly
Private Vacation Home

Charming Antique in Wellfleet Center-- walk to shops, beach!

Wellfleet, Massachusetts, United States

Bed 4

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(4)

$631.39

/ Nightly
Private Vacation Home

Comfortable 3BD--A/C, Deck, Enclosed Outdoor Shower, 5-Min Bike Ride to Town

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(8)

$631.59

/ Nightly
Private Vacation Home

Hot Tub, Waterfront Home with Stunning Views!

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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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(8)

$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