Vacation Home Rentals By Owner In Wellfleet, MA

Showing 40 Of 247 Vacation Rentals

Exceptional(21)

$665.2

/ Nightly

Private Vacation Home

Charming in town rental, water views, near Mayo Beach, shops, restaurants

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(38)

$658.25

/ 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(3)

$654.18

/ Nightly

Private Vacation Home

3BD Beauty--Ever-Changing Tidal Marsh Views, Central A/C, Deck, Enclosed Outdoor Shower

Wellfleet, Massachusetts, United States

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Exceptional(4)

$642.22

/ Nightly

Private Vacation Home

Sweet Comfortable Home in the Woods, Oceanside (CS0026)

Wellfleet, Massachusetts, United States

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Exceptional(30)

$639.53

/ Nightly

Private Vacation Home

Walk to Private Beach on Lt Island!

Wellfleet, Massachusetts, United States

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Exceptional(9)

$631.65

/ Nightly

Private Vacation Home

Short Walk to Long Pond Swimming Beach!

Wellfleet, Massachusetts, United States

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Exceptional(8)

$631.59

/ Nightly

Private Vacation Home

Hot Tub, Waterfront Home with Stunning Views!

Wellfleet, Massachusetts, United States

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Exceptional(4)

$631.39

/ Nightly

Private Vacation Home

Comfortable 3BD--A/C, Deck, Enclosed Outdoor Shower, 5-Min Bike Ride to Town

Wellfleet, Massachusetts, United States

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$626.76

/ Nightly

Private Vacation Home

BRAND NEW LISTING! Bright & Cozy Oceanside 3BD--A/C, Enclosed Outdoor Shower, Deck & Yard

Wellfleet, Massachusetts, United States

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Exceptional(57)

$620.97

/ Nightly

Private Vacation Home

Charming Antique in Wellfleet Center-- walk to shops, beach!

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(9)

$620.89

/ Nightly

Private Vacation Home

Beautiful, Immaculate Bayside Home (CS0005)

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(4)

$574.27

/ Nightly

Private Vacation Home

Breathtaking Sunset Views over Marsh!

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(1)

$589.54

/ Nightly

Private Vacation Home

Open & Bright 3BD--Walk to Mayo Beach & Town, Quiet Area, Deck, Outdoor Shower

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(12)

$588.28

/ Nightly

Private Vacation Home

Private Location w/ Guest House!

Wellfleet, Massachusetts, United States

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Exceptional(15)

$588.12

/ Nightly

Private Vacation Home

Unwind at Newcomb Hollow Beach!

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(2)

$587.48

/ 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(10)

$584.16

/ Nightly

Private Vacation Home

Walk to Water, Private Deck with Water View!

Wellfleet, Massachusetts, United States

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Exceptional(16)

$576.18

/ Nightly

Private Vacation Home

Comfortable 4BD--Close to Wellfleet's Freshwater Ponds, A/C, Deck & Enclosed Outdoor Shower

Wellfleet, Massachusetts, United States

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Exceptional(8)

$575.97

/ Nightly

Private Vacation Home

Classic Cape Cod Escape: Beaches and Backyard BBQs

Wellfleet, Massachusetts, United States

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Exceptional(93)

$550.51

/ Nightly

Private Vacation Home

Beachside Location at Lecount Hollow With A/C

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(93)

$499.98

/ Nightly

Private vacation home

Wellfleet Beach House

Wellfleet, Massachusetts, United States

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Bath

Sleeps

Exceptional(93)

$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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Bath

Sleeps

Exceptional(93)

$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(93)

$569.97

/ Nightly

Cottage

Cute Cottage Near Bay and Ocean Beaches(2436)

Wellfleet, Massachusetts, United States

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Bath

Sleeps

Exceptional(93)

$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(93)

$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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Sleeps

Exceptional(93)

$516.17

/ Nightly

Private vacation home

Wellfleet Oceanside, Walk to Duck Pond

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(93)

$490.99

/ Nightly

Private vacation home

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

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(93)

$470.12

/ Nightly

Private vacation home

Eclectic Wellfleet Style Home near Lt. Island!

Wellfleet, Massachusetts, United States

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Sleeps

Exceptional(93)

$482.57

/ Nightly

Private vacation home

Wellfleet Retreat near the drive in

Wellfleet, Massachusetts, United States

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Vacation Home Rentals By Owner In Wellfleet, MA

$665.2

$658.25

$654.18

$642.22

$639.53

$631.65

$631.59

$631.39

$626.76

$620.97

$620.89

$574.27

$589.54

$588.28

$588.12

$587.48

$584.16

$576.18

$575.97

$550.51

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