Vacation Rentals By Owner In Wellfleet, MA

Showing 160 Of 329 Vacation Rentals

Exceptional(4)

$683.47

/ Nightly

Private Vacation Home

Open & Bright 3BD--Incredible Tidal Marsh Views, A/C, Outdoor Shower, Big Deck

Wellfleet, Massachusetts, United States

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Exceptional(1)

$395.28

/ Nightly

Cottage

2BD Cape Cod Cottage--Blackfish Creek Views, A/C, Outdoor Shower, 1 Mi to Bay Beach

Wellfleet, Massachusetts, United States

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Exceptional(2)

Select Dates for Price

Private Vacation Home

BRAND NEW LISTING! 3BD In-Town Gem--A/C, Screen Porch, 1/2 Mi to Mayo Beach & Main St

Wellfleet, Massachusetts, United States

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Exceptional(6)

$665.2

/ Nightly

Private Vacation Home

Comfortable 3BD--Walk to Uncle Tim's Bridge, Screen Porch, Ping Pong, A/C, Enclosed Outdoor Shower

Wellfleet, Massachusetts, United States

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Exceptional(24)

$153.2

/ Nightly

Cottage

Wellfleet Salt Box Cottage, Heat and AC

Wellfleet, Massachusetts, United States

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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

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Exceptional(8)

$1683.89

/ Nightly

Private Vacation Home

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

Wellfleet, Massachusetts, United States

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Sleeps

$488.87

/ Nightly

Private Vacation Home

Spacious 4-bedroom house in charming Wellfleet conveniently located

Wellfleet, Massachusetts, United States

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Exceptional(3)

$363.79

/ Nightly

Cottage

Beachside Bliss – Beautiful Cottage Steps from the Sea

Wellfleet, Massachusetts, United States

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Exceptional(38)

$648.44

/ Nightly

Private Vacation Home

Sun filled Home on Quiet Street - Walk to Town. Sept holiday week open.

Wellfleet, Massachusetts, United States

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Exceptional(4)

$754.86

/ Nightly

Private Vacation Home

Tucked Away Home Offering Privacy But Conveniently Close To Main St (2315)

Wellfleet, Massachusetts, United States

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Sleeps

$611.89

/ Nightly

Private Vacation Home

Expansive, dog-friendly home with sauna, decks & great location

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(8)

$532.78

/ Nightly

Private Vacation Home

2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

Wellfleet, Massachusetts, United States

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$839.2

/ Nightly

Private Vacation Home

Peaceful Cape retreat with extra sleeping loft w/ 3 beds, foosball, deck & yard

Wellfleet, Massachusetts, United States

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Exceptional(6)

$796.54

/ Nightly

Private Vacation Home

Quiet home with sunroom, deck, W/D, AC, & quick access to beach

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(23)

$347.38

/ Nightly

Private Vacation Home

Conveniently located and renovated cottage with lovely views & chef's kitchen

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(5)

$568.31

/ Nightly

Private Vacation Home

New-build retreat with furnished deck, fireplace, & washer/dryer - near beaches

Wellfleet, Massachusetts, United States

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Exceptional(19)

Select Dates for Price

Private Vacation Home

Steps to Shops, Eateries & Bike Trail Updated Wellfleet Retreat near Beach

Wellfleet, Massachusetts, United States

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Exceptional(40)

$493.28

/ Nightly

Private Vacation Home

Family-friendly home in the trees w/ wraparound deck - near beaches

Truro, Massachusetts, United States

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Sleeps

Exceptional(4)

$334.29

/ Nightly

Private Vacation Home

Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove

Wellfleet, Massachusetts, United States

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Rent a place that suits your needs

Private vacation home

View 247 Private vacation home

Cottage

View 65 Cottage

Most popular vacation rentals in Wellfleet

Exceptional(4)

$499.98

/ Nightly

Private vacation home

Wellfleet Beach House

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(4)

$588.30

/ Nightly

Private vacation home

New 2026 Newly Built 3BR Coastal Retreat Steps from Mayo Beach

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(4)

$586.23

/ Nightly

Cottage

Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !

Wellfleet, Massachusetts, United States

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Exceptional(4)

$569.97

/ Nightly

Cottage

Cute Cottage Near Bay and Ocean Beaches(2436)

Wellfleet, Massachusetts, United States

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Bath

Sleeps

Exceptional(4)

$568.31

/ Nightly

Private vacation home

New-build retreat with furnished deck, fireplace, & washer/dryer - near beaches

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(4)

$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

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Exceptional(4)

$516.17

/ Nightly

Private vacation home

Wellfleet Oceanside, Walk to Duck Pond

Wellfleet, Massachusetts, United States

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Exceptional(4)

$490.99

/ Nightly

Private vacation home

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Wellfleet, Massachusetts, United States

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Exceptional(4)

$470.12

/ Nightly

Private vacation home

Eclectic Wellfleet Style Home near Lt. Island!

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(4)

$482.57

/ Nightly

Private vacation home

Wellfleet Retreat near the drive in

Wellfleet, Massachusetts, United States

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Vacation Rentals By Owner In Wellfleet, MA

$683.47

$395.28

$665.2

$153.2

$1002.2

$1683.89

$488.87

$363.79

$648.44

$754.86

$611.89

$532.78

$839.2

$796.54

$347.38

$568.31

$493.28

$334.29

Rent a place that suits your needs

Most popular vacation rentals in Wellfleet

$499.98

$588.30

$586.23

$569.97

$568.31

$542.20

$516.17

$490.99

$470.12

$482.57

Most Popular Cities in Massachusetts