Home Vacation Rentals By Owner In Wellfleet, MA

Showing 60 Of 329 Vacation Rentals
Slider Thumb
Exceptional(87)

Select Dates for Price
Private Vacation Home

Idyllic Waterfront Home on Drummer Cove in Quiet Pine Grove on Pleasant Point.

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(63)

$313.61

/ Nightly
Private Vacation Home

Across from Mayo Beach walk to downtown!

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
Slider Thumb

Select Dates for Price
Private Vacation Home

RENOVATIONS! In-Town 3BD--A/C, Enclosed Outdoor Shower, Walk to Town Center, Pier & Mayo Beach

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

Select Dates for Price
Private Vacation Home

NEW LISTING! Comfortable 2BD--Central A/C, Enclosed Outdoor Shower, Less Than a Mile to Main Street

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 3

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(63)

$292.95

/ Nightly
Private Vacation Home

Across from Mayo beach walk to downtown!

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(22)

$942.64

/ Nightly
Private Vacation Home

Family Compound walk to Downtown!

Wellfleet, Massachusetts, United States

Bed 7

Bed

Bath 5

Bath

Sleep 14

Sleeps
Slider Thumb
Exceptional(6)

$384.08

/ Nightly
Private Vacation Home

Peace and Quiet & Spacious Back Deck

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 1

Bath

Sleep 9

Sleeps
Slider Thumb
Exceptional(6)

$433.86

/ Nightly
Condo

Charming 2BD Deck 2 Condo--A/C, Private Deck w/Wooded View, Outdoor Shower, Close to Everything

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(3)

$478.32

/ Nightly
Private Vacation Home

Gorgeous Light and Airy 4 Beds in the woods! (CS0030)

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(1)

$362.81

/ Nightly
Private Vacation Home

Nature Lover's Nest

Wellfleet, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
Slider Thumb

$377.16

/ Nightly
Condo

Waterview AND Close to Town! (CS0007)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(4)

$338.2

/ Nightly
Cabin

The Perfect Getaway in Wellfleet

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(2)

Select Dates for Price
Private Vacation Home

Stunning Waterfront in Wellfleet (CS0024)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(4)

$418.57

/ Nightly
Private Vacation Home

Contemporary Cottage in the woods of Wellfleet (CS0023)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(5)

Select Dates for Price
Private Vacation Home

Marsh front, Gorgeous Waterview and Deck (CS0025)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(3)

Select Dates for Price
Private Vacation Home

Newly Reno'd GORGEOUS, Water View, Beach Access (CS0034)

Wellfleet, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(1)

$608.97

/ Nightly
Cottage

BRAND NEW LISTING! 2BD Cottage--A/C, Deck, Enclosed Outdoor Shower, Walk to Burton Baker Beach

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(4)

Select Dates for Price
Condo

Beautifully Maintained Home, Large Deck (CS0004)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(8)

$347.36

/ Nightly
Private Vacation Home

Contemporary Home Near Lieutenant's Island (CS0009)

Wellfleet, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(9)

$620.89

/ Nightly
Private Vacation Home

Beautiful, Immaculate Bayside Home (CS0005)

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
map-loader

Home Rent a place that suits your needs

Private vacation home

Private vacation home

View 247 Private vacation home
Cottage

Cottage

View 65 Cottage

Home Most popular vacation rentals in Wellfleet

Slider Thumb
Exceptional(9)

$499.98

/ Nightly
Private vacation home

Wellfleet Beach House

Wellfleet, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(9)

$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
Slider Thumb
Exceptional(9)

$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
Slider Thumb
Exceptional(9)

$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
Slider Thumb
Exceptional(9)

$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
Slider Thumb
Exceptional(9)

$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
Slider Thumb
Exceptional(9)

$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
Slider Thumb
Exceptional(9)

$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
Slider Thumb
Exceptional(9)

$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
Slider Thumb
Exceptional(9)

$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