Home Vacation Rentals By Owner In Wellfleet, MA

Showing 40 Of 329 Vacation Rentals
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Exceptional(3)

$944.15

/ Nightly
Private Vacation Home

Family & Pet Getaway | Scenic Views |Cape Cod Home

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(15)

$689.9

/ Nightly
Private Vacation Home

Waterfront~Dog Friendly~ Lieutenant's Lodge

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(12)

$571.47

/ Nightly
Private Vacation Home

Private Location w/ Guest House!

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(10)

$445.21

/ Nightly
Cottage

Welcome to Wellfleet! Classically Modern, Woodsy and Serene.

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(13)

$476.44

/ Nightly
Private Vacation Home

Quaint quarters in South Wellfleet

Wellfleet, Massachusetts, United States

Bed 5

Bed

Sleep 8

Sleeps
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Exceptional(1)

$744.22

/ Nightly
Cottage

NEW LISTING! Wellfleet Harbor 3BD Cottage--Water Views, Steps to the Beach, A/C, Outdoor Shower

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(21)

$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(5)

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Cottage

Charming Cottage Retreat, Private Yard, Deck & Coastal Convenience (2427)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(14)

$871.92

/ Nightly
Private Vacation Home

Home by National Seashore with Bball Court!

Wellfleet, Massachusetts, United States

Bed 6

Bed

Bath 4

Bath

Sleep 12

Sleeps
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Exceptional(1)

$542.2

/ 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)

$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(27)

$414.37

/ Nightly
Private Vacation Home

Home Near Oceanside Beaches Dog Friendly!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(41)

$442.64

/ Nightly
Private Vacation Home

Waterfront w/ views on Blackfish Creek!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(2)

$346.09

/ Nightly
Condo

Wellfleet Harbor 3BD Cottage--Association Bay Beach, Walk to Town Pier

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(1)

$1027.21

/ Nightly
Private Vacation Home

New 2026 Modern Outer Cape Home with a Heated Indoor Pool

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 5

Bath

Sleep 10

Sleeps
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Exceptional(35)

$379.29

/ Nightly
Private Vacation Home

On the bay in Wellfleet - walk to water!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(1)

$380.79

/ Nightly
Cottage

Charming 2-bedroom cottage in Downtown Wellfleet

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$832.05

/ Nightly
Cottage

Charming Cottage secluded and minutes to Mayo Beach and Downtown Wellfleet

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(104)

$373.33

/ Nightly
Private Vacation Home

Classic Cape Great Location! Dog Welcome!

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(15)

$584.12

/ Nightly
Private Vacation Home

Unwind at Newcomb Hollow Beach!

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Home Most popular vacation rentals in Wellfleet

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Exceptional(15)

$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(15)

$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(15)

$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(15)

$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(15)

$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(15)

$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(15)

$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(15)

$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(15)

$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(15)

$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