Home Vacation Rentals By Owner In Wellfleet, MA

Showing 20 Of 329 Vacation Rentals
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$181.65

/ Nightly
Cottage

Cozy Artist’s Loft in Wellfleet

Wellfleet, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps
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Exceptional(70)

$473.74

/ Nightly
Cottage

Quaint Wellfleeter Cottage on Mayo Beach with 400 feet of private beach

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(22)

$1241.46

/ 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(9)

Select Dates for Price
Cottage

Wellfleet Harbor Front Cottage (1667)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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Exceptional(27)

$399.59

/ Nightly
Private Vacation Home

Bright and Spacious Cape House with Central Air

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(83)

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Private Vacation Home

Antique Cape In The Cape Cod National Seashore Park Near Gull Pond

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 1

Bath

Sleep 10

Sleeps
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Exceptional(2)

$744.22

/ Nightly
Cottage

2BD Cottage--A/C, Screen Porch, Outdoor Shower & KAYAKS, Less than 500 ft to Wellfleet Harbor Beach

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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Exceptional(70)

$433.77

/ Nightly
Private Vacation Home

Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl.

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Cottage

Sweet cottage nestled in scenic Drummer's Cove (CS0052)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Exceptional(47)

$1146.79

/ 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(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(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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Private Vacation Home

NEW TO RENTAL MARKET! Lovely Bayside 4BD--A/C, Patio, Outdoor Shower, 500 FT to Assoc Harbor Beach

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(6)

$443.31

/ Nightly
Private Vacation Home

4 Mins to Wellfleet Village, Screened sunroom!

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(9)

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Private Vacation Home

Beach Front Home on Indian Neck Beach (1461)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(5)

$586.47

/ 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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Exceptional(3)

$847.93

/ 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(57)

$611.98

/ 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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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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$470.06

/ Nightly
Cottage

Great Pond Cottage in Wellfleet

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
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$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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$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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$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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$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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$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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$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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$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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$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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$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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$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

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