Home Vacation Home Rentals By Owner In Wellfleet, MA

Showing 240 Of 247 Vacation Rentals
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Exceptional(12)

$1058.83

/ Nightly
Private Vacation Home

Gorgeous Cape with Deck Close to Ponds and Ocean

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(5)

$1081.15

/ 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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Exceptional(9)

$1123.37

/ Nightly
Private Vacation Home

Indian Neck Modern 4BD--Stunning Marsh Views, A/C, Deck, Screen Porch, Close to Bay Beach

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(35)

$1144.63

/ Nightly
Private Vacation Home

Modern house with commanding views - Evermore cottage on Powers Landing Beach

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(3)

$1154.96

/ Nightly
Private Vacation Home

3BD Wellfleet Harborfront Cottage--Stunning Panoramic Harbor Views & Sunsets, A/C, Deck, Direct Water Access

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(47)

$1164.61

/ Nightly
Private Vacation Home

In the Heart of It All – Elegant Town-Center Charm Awaits!

Wellfleet, Massachusetts, United States

Bed 6

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(39)

$1176.55

/ Nightly
Private Vacation Home

The Beach Castle

Wellfleet, Massachusetts, United States

Bed 6

Bed

Bath 2

Bath

Sleep 15

Sleeps
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Exceptional(11)

$1203.64

/ Nightly
Private Vacation Home

Spacious 4BD Beauty--Central A/C, Big Deck, Screen Porch, Ever-Changing Water Views

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(4)

$1217.12

/ Nightly
Private Vacation Home

Stunning 6BD --A/C, Wonderful Deck, Patio & Yard, Walk to Wellfleet's Town Center

Wellfleet, Massachusetts, United States

Bed 6

Bed

Bath 5

Bath

Sleep 12

Sleeps
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Exceptional(8)

$1221.32

/ Nightly
Private Vacation Home

Spacious 5BD, 4.5 BA Home--Central A/C, Walk to Wellfleet Center, Private Lot with Wooded Views

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 4

Bath

Sleep 13

Sleeps
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$1234.69

/ Nightly
Private Vacation Home

Spacious 4BD--A/C, Screen Porch & Deck, Quiet Setting, Walk to Duck Pond

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(22)

$1254.37

/ Nightly
Private Vacation Home

Spacious, Air Conditioned Modernist Gem: Ideal for multi-generational vacation.

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

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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$1297.27

/ Nightly
Private Vacation Home

New 2026 4 Minute Walk To The Beach

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(32)

$1436.84

/ Nightly
Private Vacation Home

Spacious Wellfleet Home on 1 1/2 acres ~ Steps to the bay ~ Walk to town

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(14)

$1438.64

/ Nightly
Private Vacation Home

3 Acres on National Seashore. LOCATION! 3BR, 2Kings+1Queen+bunk, sleeps 8, 2FB

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(11)

$1567.63

/ Nightly
Private Vacation Home

Gorgeous Outdoor areas with Heated Pool & Hot Tub!

Wellfleet, Massachusetts, United States

Bed 7

Bed

Bath 7

Bath

Sleep 16

Sleeps
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Exceptional(1)

$1616.7

/ Nightly
Private Vacation Home

4BD Right on Wellfleet Harbor--A/C, Direct Beach Access, Wonderful Water Views

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(8)

$1680.62

/ Nightly
Private Vacation Home

Beautiful 6 BD/3BA Private Historic Home in Pastoral Setting

Wellfleet, Massachusetts, United States

Bed 6

Bed

Bath 3

Bath

Sleep 12

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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Home Most popular vacation rentals in Wellfleet

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Exceptional(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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(6)

$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