Wellfleet, Massachusetts

Vacation Rentals in Wellfleet, Massachusetts

Discover 288 vacation rental properties in Wellfleet. From 1 to 11 bedrooms. Average $455/night. 100% have pools.

288 verified listings Book securely on VRBO Prices updated March 2026

288 properties available

2 Bedroom, 5 min walk to bay beach!

2 Bedroom, 5 min walk to bay beach!

2 beds 1 bath
PoolA/CWiFiBalcony
$265/night
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Charming cottage tucked away in the woods, convenient to ponds, town, ocean

Charming cottage tucked away in the woods, convenient to ponds, town, ocean

2 beds 1 bath
PoolA/CWiFiBalcony
$185/night
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Cozy 3 bedroom cottage in the Heart of Wellfleet

Cozy 3 bedroom cottage in the Heart of Wellfleet

3 beds 1 bath
PoolA/CWiFiBalcony
$235/night
View Details → Book on VRBO
Solymar - Fabulous Oceanfront - 150 steps to stairs to the Beach!

Solymar - Fabulous Oceanfront - 150 steps to stairs to the Beach!

3 beds 2 baths
PoolA/CWiFiBalcony
$763/night
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Bright and Modern Wellfleet Studio Apartment Close to Ponds, Trails, and Town

Bright and Modern Wellfleet Studio Apartment Close to Ponds, Trails, and Town

1 bed 1 bath
PoolA/CWiFiBalcony
$201/night
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Bright & Updated Cottage Across the Street from Beach

Bright & Updated Cottage Across the Street from Beach

2 beds 1 bath
PoolA/CWiFiBalcony
$180/night
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2BD Cottage--A/C, Enclosed Outdoor Shower, Walk to Mayo Beach & Wellfleet Center

2BD Cottage--A/C, Enclosed Outdoor Shower, Walk to Mayo Beach & Wellfleet Center

2 beds 2 baths
PoolA/CWiFiBalcony
$295/night
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Walk 1/10 Mile to Lecount Hollow Beach!

Walk 1/10 Mile to Lecount Hollow Beach!

1 bed 1 bath
PoolA/CWiFiBalcony
$198/night
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Sweet Cottage Condo, Great Location!

Sweet Cottage Condo, Great Location!

1 bed 1 bath
PoolA/CWiFiBalcony
$137/night
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Fresh Oceanfront Cottage w/Free WiFi, Private Beach Access, Deck, & Partial A/C

Fresh Oceanfront Cottage w/Free WiFi, Private Beach Access, Deck, & Partial A/C

2 beds 1 bath
PoolA/CWiFiBalcony
$157/night
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Across from Mayo beach walk to downtown!

Across from Mayo beach walk to downtown!

2 beds 1 bath
PoolA/CWiFiBalcony
$206/night
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Private Association Pool Great Location!

Private Association Pool Great Location!

2 beds 1 bath
PoolA/CWiFiBalcony
$192/night
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Conveniently located and renovated cottage with lovely views & chef's kitchen

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

2 beds 1 bath
PoolA/CWiFiBalcony
$198/night
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Indian Neck Cottage with Beautiful Views

Indian Neck Cottage with Beautiful Views

3 beds 1 bath
PoolA/CWiFiBalcony
$301/night
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Quaint Wellfleeter Cottage on Mayo Beach with 400 feet of private beach

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

2 beds
PoolA/CWiFiBalcony
$376/night
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Waterfront easy access to town center!

Waterfront easy access to town center!

3 beds 2 baths
PoolA/CWiFiBalcony
$301/night
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Waterfront Cottage Steps to Private Beach!

Waterfront Cottage Steps to Private Beach!

2 beds 1 bath
PoolA/CWiFiBalcony
$187/night
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Classic Cape Great Location! Dog Welcome!

Classic Cape Great Location! Dog Welcome!

2 beds 1 bath
PoolA/CWiFiBalcony
$277/night
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Home w/ Detached Studio

Home w/ Detached Studio

2 beds 1 bath
PoolA/CWiFiBalcony
$166/night
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2BD Chequessett Village Cottage: A/C, Gas Grill, Private Use Patio, Walk to Beach

2BD Chequessett Village Cottage: A/C, Gas Grill, Private Use Patio, Walk to Beach

2 beds 1 bath
PoolA/CWiFiBalcony
$201/night
View Details → Book on VRBO
Cozy Condo with Water Views. Great Location.

Cozy Condo with Water Views. Great Location.

1 bed 1 bath
PoolA/CWiFiBalcony
$171/night
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Steps to bayside beach

Steps to bayside beach

2 beds 1 bath
PoolA/CWiFiBalcony
$460/night
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15 Min Walk to Beach w/ Kayaks!

15 Min Walk to Beach w/ Kayaks!

3 beds 2 baths
PoolA/CWiFiBalcony
$220/night
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Quaint Wellfleet Cottage - 2 Mi to Coastline!

Quaint Wellfleet Cottage - 2 Mi to Coastline!

2 beds 1 bath
PoolA/CWiFiBalcony
$132/night
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Waterfront Cottage - fantastic unobstructed views!!

Waterfront Cottage - fantastic unobstructed views!!

3 beds 2 baths
PoolA/CWiFiBalcony
$575/night
View Details → Book on VRBO
Unique dog-friendly home with extended deck, wood stove, firepit, & gas grill

Unique dog-friendly home with extended deck, wood stove, firepit, & gas grill

4 beds 2 baths
PoolA/CWiFiBalcony
$263/night
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5 Min to Lecount Hollow Beach Dog Welcome!

5 Min to Lecount Hollow Beach Dog Welcome!

3 beds 2 baths
PoolA/CWiFiBalcony
$268/night
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2 Bedroom Private Apt. in 1825 Whaler's Home on Duck Creek

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

2 beds 1 bath
PoolA/CWiFiBalcony
$296/night
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Classic Cape Cod beach cottage

Classic Cape Cod beach cottage

2 beds 1 bath
PoolA/CWiFiBalcony
$499/night
View Details → Book on VRBO
Quiet & Private in the National Seashore

Quiet & Private in the National Seashore

2 beds 2 baths
PoolA/CWiFiBalcony
$216/night
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Across from Mayo Beach walk to downtown!

Across from Mayo Beach walk to downtown!

2 beds 1 bath
PoolA/CWiFiBalcony
$268/night
View Details → Book on VRBO
Ocean front, sweeping views

Ocean front, sweeping views

2 beds 2 baths
PoolA/CWiFiBalcony
$400/night
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Cozy Cape Cod Beach Retreat, 5 minutes to either shore, Wellfleet swimming ponds

Cozy Cape Cod Beach Retreat, 5 minutes to either shore, Wellfleet swimming ponds

2 beds 1 bath
PoolA/CWiFiBalcony
$175/night
View Details → Book on VRBO
Classic Cape Cod Beach Cottage Steps to Private Beach or Stroll to Town! A/C !

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

2 beds 1 bath
PoolA/CWiFiBalcony
$457/night
View Details → Book on VRBO
Walk to Restaurants Shopping & Harbor!

Walk to Restaurants Shopping & Harbor!

3 beds 2 baths
PoolA/CWiFiBalcony
$249/night
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Wellfleet Salt Box Cottage, Heat and AC

Wellfleet Salt Box Cottage, Heat and AC

2 beds 1 bath
PoolA/CWiFiBalcony
$141/night
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Best deal this week Jun 22-28! Beautiful waterfront Cottage in Wellfleet

Best deal this week Jun 22-28! Beautiful waterfront Cottage in Wellfleet

2 beds
PoolA/CWiFiBalcony
$229/night
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On the bay in Wellfleet - walk to water!

On the bay in Wellfleet - walk to water!

3 beds 1 bath
PoolA/CWiFiBalcony
$197/night
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Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach

Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach

2 beds 1 bath
PoolA/CWiFiBalcony
$376/night
View Details → Book on VRBO
Quaint Cottage with Water View

Quaint Cottage with Water View

1 bed 1 bath
PoolA/CWiFiBalcony
$175/night
View Details → Book on VRBO
2BD Waterfront Cottage at Mayo Beach--Private Association Beach, Walk to Town Pier

2BD Waterfront Cottage at Mayo Beach--Private Association Beach, Walk to Town Pier

2 beds 1 bath
PoolA/CWiFiBalcony
$329/night
View Details → Book on VRBO
Path to Pond, Private Location, Sweet Home!

Path to Pond, Private Location, Sweet Home!

4 beds 2 baths
PoolA/CWiFiBalcony
$258/night
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Charming & cozy Wellfleet cottage on quiet road 3/4 mile to beach.

Charming & cozy Wellfleet cottage on quiet road 3/4 mile to beach.

3 beds 1 bath
PoolA/CWiFiBalcony
$154/night
View Details → Book on VRBO
The Glass House -Peaceful - Private - Bright - Modern - Bayside - A/C -

The Glass House -Peaceful - Private - Bright - Modern - Bayside - A/C -

3 beds 1 bath
PoolA/CWiFiBalcony
$390/night
View Details → Book on VRBO
Rustic Marsh-side Summer Cottage on Blackfish Creek

Rustic Marsh-side Summer Cottage on Blackfish Creek

2 beds 1 bath
PoolA/CWiFiBalcony
$276/night
View Details → Book on VRBO
Quintessential 2BD Cape Cod Cottage--Steps from the Beach, Harbor Views!

Quintessential 2BD Cape Cod Cottage--Steps from the Beach, Harbor Views!

2 beds 1 bath
PoolA/CWiFiBalcony
$331/night
View Details → Book on VRBO
Cottage w/ Private Association Pool!

Cottage w/ Private Association Pool!

3 beds 1 bath
PoolA/CWiFiBalcony
$201/night
View Details → Book on VRBO
Contemporary Home Close to Cahoon Hollow Beach

Contemporary Home Close to Cahoon Hollow Beach

2 beds 1 bath
PoolA/CWiFiBalcony
$244/night
View Details → Book on VRBO

Showing 48 of 288 properties

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