Vacation Rentals By Owner In Wellfleet, MA

Showing 220 Of 329 Vacation Rentals

Exceptional(3)

Select Dates for Price

Private Vacation Home

Spacious Home With Private Heated Pool (2389)

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(3)

$447.15

/ Nightly

Condo

Wellfleet Harbor Facing Adorable Cottage (2308)

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(7)

$715.15

/ Nightly

Private Vacation Home

Shell City on Lt Island

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(90)

$740.87

/ Nightly

Private Vacation Home

Waterfront Cottage - fantastic unobstructed views!!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(76)

$324.47

/ Nightly

Cottage

Charming Waterfront Cape Cottage in Wellfleet Near the TOP beaches and Hot Spots

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(93)

$550.51

/ Nightly

Private Vacation Home

Beachside Location at Lecount Hollow With A/C

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(2)

$647.11

/ Nightly

Apartment

IN-TOWN, TUCKED AWAY! Beautiful 1BD--Sleeps 4, Central A/C, Walk to Wellfleet Town Center & Harbor

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(3)

$632.63

/ Nightly

Private Vacation Home

Fun Beyond the Beach - Wellfleet Ocean Side, Clean, Modern, Inviting 3BR Home

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(5)

$576.03

/ Nightly

Private Vacation Home

Ebb Tide~3b/2b and dog friendly for 2-10

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(10)

$585.88

/ Nightly

Private Vacation Home

Walk to Water, Private Deck with Water View!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(16)

$389.89

/ Nightly

Cottage

Ocean Cottage A/C near PB and Beachcomber. Steps to the beach!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(18)

$609.73

/ Nightly

Cottage

New for 2026- the perfect family getaway

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

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

Bed

Bath

Sleeps

Exceptional(1)

Select Dates for Price

Private Vacation Home

Fantastic Home Nestled Close To Down Town and Beaches (2388)

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(6)

Select Dates for Price

Private Vacation Home

Serene Gardens, 2 Miles to Beaches!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(4)

$453.8

/ Nightly

Cottage

Cozy Pondside Cottage, Wellfleet, 5 Min to Beaches

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(3)

$927.73

/ Nightly

Private Vacation Home

Bright, Modern Wellfleet Retreat (2408)

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$685.88

/ Nightly

Private Vacation Home

4 Bedroom Wellfleet Retreat - Walk to 2 peaceful bay beaches

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(3)

$355.94

/ Nightly

Cottage

Adorable 2-bedroom cottage in South Wellfleet perfect for getaway and BEACH!

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

$763.3

/ Nightly

Private Vacation Home

Beach front, desirable Indian Neck! CS0048

Wellfleet, Massachusetts, United States

Bed

Bath

Sleeps

Rent a place that suits your needs

Private vacation home

View 247 Private vacation home

Bed

Bath

Sleeps

Vacation Rentals By Owner In Wellfleet, MA

$447.15

$715.15

$740.87

$324.47

$550.51

$647.11

$632.63

$576.03

$585.88

$389.89

$609.73

$631.39

$453.8

$927.73

$685.88

$355.94

$763.3

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