Home Vacation Rentals By Owner In Wellfleet, MA

Showing 320 Of 329 Vacation Rentals
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Exceptional(15)

$255.06

/ Nightly
Private Vacation Home

PROMO 5% MONTHLY DISCOUNT! The Napoleon House at Wellfleet Center

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(10)

$954.7

/ Nightly
Private Vacation Home

Recently Renovated Sprawling Home (2424)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 5

Bath

Sleep 8

Sleeps
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$473.44

/ Nightly
Private Vacation Home

Sea Breeze, Sunset Views! Family Escape Near Ocean

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(1)

Select Dates for Price
Private Vacation Home

2 BR Wellfleet family beach house in the woods

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(52)

$627.51

/ 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(12)

$249.36

/ Nightly
Private Vacation Home

Charming In-Town 2BD Cottage--A/C, Outdoor Space, Walk to Main Street & Harbor

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(11)

$715.07

/ Nightly
Private Vacation Home

Bright 3BD Lieutenant Island Retreat--Walk to Water, Deck & Outdoor Shower

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(2)

$454.25

/ Nightly
Private Vacation Home

3BD Contemporary Cape--Screen Porch, A/C, Near Marconi Beach

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(12)

$613.4

/ 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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Exceptional(26)

$438.26

/ Nightly
Private Vacation Home

5 Min. to Beach, Yard w/ Fire Pit!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(7)

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Private Vacation Home

Rustic 4BD Gambrel--Wooded Lot, A/C, Only 0.8 MI to Bay Beach or Wellfleet Center

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(25)

$388.29

/ Nightly
Private Vacation Home

Newly Updated Spacious Home in Quiet Wooded Area (1246)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(33)

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Condo

2BD Chequessett Village Cottage--A/C, Gas Grill, Private Use Patio, Walk to Powers Landing Beach

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(33)

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Private Vacation Home

Waterfront, private beach on Great Pond.

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(1)

$843.12

/ Nightly
Villa

Serene Cape Escape: Cozy & Perfect for Star Gazing!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(33)

$742.78

/ Nightly
Private Vacation Home

Breath taking water views & sunsets, a most appealing ambience throughout home

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(13)

Select Dates for Price
Cottage

Quaint 2BR Cottage in Wellfleet (1724)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
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Exceptional(4)

$534.81

/ Nightly
Private Vacation Home

Elegant and roomy In Wellfleet woods - quiet; near pond, beach, bay and town

South Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(56)

$426.82

/ Nightly
Cottage

Solymar Oceanfront 150 steps to the Beach! Fabulous deck and views!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(13)

$357.53

/ Nightly
Private Vacation Home

2BD Cottage--A/C, Enclosed Outdoor Shower, Walk to Mayo Beach & Wellfleet Center

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

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