Home Vacation Home Rentals By Owner In Wellfleet, MA

Showing 220 Of 247 Vacation Rentals
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Exceptional(3)

$861.09

/ Nightly
Private Vacation Home

Stunning Views w/ Private Beach on Lt. Island!

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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Exceptional(5)

$863.82

/ 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(21)

$872.11

/ Nightly
Private Vacation Home

Stunning Water Views Sleeps 14!

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 14

Sleeps
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Exceptional(42)

$880.12

/ Nightly
Private Vacation Home

Secluded Beach House Nestled on Private Coastal Dune at tip of Peninsula!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 7

Sleeps
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Exceptional(14)

$885.65

/ 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(4)

$899.9

/ Nightly
Private Vacation Home

Spacious 3BD+ Home--A/C, Drummer Cove Views, Firepit, Bocce Court & Ping Pong

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(1)

$907.73

/ Nightly
Private Vacation Home

Wonderful Wellfleet Center 4BD--A/C, Screen Porch, Patio & Firepit, Walk to Town

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(3)

$927.73

/ Nightly
Private Vacation Home

Bright, Modern Wellfleet Retreat (2408)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(3)

$939.92

/ 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(34)

$945.19

/ Nightly
Private Vacation Home

Watch the Sunset from this Bayfront Home! (1349)

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(10)

$950.7

/ 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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Exceptional(22)

$960.38

/ Nightly
Private Vacation Home

Family Compound walk to Downtown!

Wellfleet, Massachusetts, United States

Bed 7

Bed

Bath 5

Bath

Sleep 14

Sleeps
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Exceptional(6)

$971.85

/ Nightly
Private Vacation Home

3BD Main Street Gem--In-Town, A/C, Deck, Yard, Enclosed Outdoor Shower

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(1)

$976.89

/ Nightly
Private Vacation Home

Hidden Hollow Cottage | 75 Yards To Blackfish Creek

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(12)

$1002.2

/ Nightly
Private Vacation Home

<1ST TIME IN 4 YRS> Wellfleet Indian Neck Beach Area Quiet 4BR with AC

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(5)

$1012.25

/ Nightly
Private Vacation Home

Waterfront, Hot Tub, Private Beach!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(3)

$1026.1

/ Nightly
Private Vacation Home

Indian Neck 2BD--Chipman's Cove Water Views, Less than 0.2 Mi to Burton Baker Beach, A/C, Outdoor Shower

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

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(14)

$1036.71

/ Nightly
Private Vacation Home

Stunning Waterfront Views, Beach steps away!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(16)

$1056.76

/ Nightly
Private Vacation Home

Gorgeous 4BR/3BA Wellfleet Cove-view home with Amazing Sunsets and Bay Views

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Cottage

Cottage

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Home Most popular vacation rentals in Wellfleet

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Exceptional(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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(16)

$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