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Wellfleet Holiday Rentals

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294 rentals in Wellfleet.
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60 B Long Ave 127467, holiday rental in Wellfleet
60 B Long Ave 127467, holiday rental in Wellfleet
60 B Long Ave 127467, holiday rental in Wellfleet

60 B Long Ave 127467

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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60 A Long Ave 127414, holiday rental in Wellfleet
60 A Long Ave 127414, holiday rental in Wellfleet
60 A Long Ave 127414, holiday rental in Wellfleet

60 A Long Ave 127414

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Spectacular Private Waterfront and Beachfront Home, holiday rental in Wellfleet
Spectacular Private Waterfront and Beachfront Home, holiday rental in Wellfleet
Spectacular Private Waterfront and Beachfront Home, holiday rental in Wellfleet

Spectacular Private Waterfront and Beachfront Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beach front Cottage, close to downtown - Private Beach and Great Water views, holiday rental in Wellfleet
Beach front Cottage, close to downtown - Private Beach and Great Water views, holiday rental in Wellfleet
Beach front Cottage, close to downtown - Private Beach and Great Water views, holiday rental in Wellfleet

Beach front Cottage, close to downtown - Private Beach and Great Water views

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Light and Airy, Comfortable Atmosphere, holiday rental in Wellfleet
Light and Airy, Comfortable Atmosphere, holiday rental in Wellfleet
Light and Airy, Comfortable Atmosphere, holiday rental in Wellfleet

Light and Airy, Comfortable Atmosphere

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Central AC, Screen Room, Linens Incl., Close to Ocean, Bay and Biking, holiday rental in Wellfleet
Central AC, Screen Room, Linens Incl., Close to Ocean, Bay and Biking, holiday rental in Wellfleet
Central AC, Screen Room, Linens Incl., Close to Ocean, Bay and Biking, holiday rental in Wellfleet

Central AC, Screen Room, Linens Incl., Close to Ocean, Bay and Biking

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
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Updated 2-bdrm home on a quiet road..walk to Main St and to bay beaches!, holiday rental in Wellfleet
Updated 2-bdrm home on a quiet road..walk to Main St and to bay beaches!, holiday rental in Wellfleet
Updated 2-bdrm home on a quiet road..walk to Main St and to bay beaches!, holiday rental in Wellfleet

Updated 2-bdrm home on a quiet road..walk to Main St and to bay beaches!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Summer is coming soon. Only a few more weeks available.  Don't miss out., holiday rental in Wellfleet
Summer is coming soon. Only a few more weeks available.  Don't miss out., holiday rental in Wellfleet
Summer is coming soon. Only a few more weeks available.  Don't miss out., holiday rental in Wellfleet

Summer is coming soon. Only a few more weeks available. Don't miss out.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl., holiday rental in Wellfleet
Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl., holiday rental in Wellfleet
Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl., holiday rental in Wellfleet

Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
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Book Now for Next Summer. Beautiful home. Dog friendly. Sleeps 8, holiday rental in Wellfleet
Book Now for Next Summer. Beautiful home. Dog friendly. Sleeps 8, holiday rental in Wellfleet
Book Now for Next Summer. Beautiful home. Dog friendly. Sleeps 8, holiday rental in Wellfleet

Book Now for Next Summer. Beautiful home. Dog friendly. Sleeps 8

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
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Beautiful 2 Bdrm adjacent to the Wellfleet Wildlife Sanctuary, holiday rental in Wellfleet
Beautiful 2 Bdrm adjacent to the Wellfleet Wildlife Sanctuary, holiday rental in Wellfleet
Beautiful 2 Bdrm adjacent to the Wellfleet Wildlife Sanctuary, holiday rental in Wellfleet

Beautiful 2 Bdrm adjacent to the Wellfleet Wildlife Sanctuary

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly, holiday rental in Wellfleet
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly, holiday rental in Wellfleet
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly, holiday rental in Wellfleet

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail, holiday rental in Wellfleet
Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail, holiday rental in Wellfleet
Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail, holiday rental in Wellfleet

Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
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Quaint Wellfleeter Cottage on Mayo Beach with 400 feet of private beach, holiday rental in Wellfleet
Quaint Wellfleeter Cottage on Mayo Beach with 400 feet of private beach, holiday rental in Wellfleet
Quaint Wellfleeter Cottage on Mayo Beach with 400 feet of private beach, holiday rental in Wellfleet

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Charming Waterview Victorian w/Cottages near beach, harbor & town, holiday rental in Wellfleet
Charming Waterview Victorian w/Cottages near beach, harbor & town, holiday rental in Wellfleet
Charming Waterview Victorian w/Cottages near beach, harbor & town, holiday rental in Wellfleet

Charming Waterview Victorian w/Cottages near beach, harbor & town

Holiday Rental House
11 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Idyllic Waterfront Home on Drummer Cove  in Quiet Pine Grove on Pleasant Point., holiday rental in Wellfleet
Idyllic Waterfront Home on Drummer Cove  in Quiet Pine Grove on Pleasant Point., holiday rental in Wellfleet
Idyllic Waterfront Home on Drummer Cove  in Quiet Pine Grove on Pleasant Point., holiday rental in Wellfleet

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

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Newly Reno'd Barn on 8+ acres, Organic Gardens, Quiet, Secluded Pine Forest, holiday rental in Wellfleet
Newly Reno'd Barn on 8+ acres, Organic Gardens, Quiet, Secluded Pine Forest, holiday rental in Wellfleet
Newly Reno'd Barn on 8+ acres, Organic Gardens, Quiet, Secluded Pine Forest, holiday rental in Wellfleet

Newly Reno'd Barn on 8+ acres, Organic Gardens, Quiet, Secluded Pine Forest

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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STUNNING, NEWLY RENOVATED WATER FRONT COTTAGE !, holiday rental in Wellfleet
STUNNING, NEWLY RENOVATED WATER FRONT COTTAGE !, holiday rental in Wellfleet
STUNNING, NEWLY RENOVATED WATER FRONT COTTAGE !, holiday rental in Wellfleet

STUNNING, NEWLY RENOVATED WATER FRONT COTTAGE !

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Antique In Wellfleet Center -- walk to shops, beach!   *2-day buffers*, holiday rental in Wellfleet
Charming Antique In Wellfleet Center -- walk to shops, beach!   *2-day buffers*, holiday rental in Wellfleet
Charming Antique In Wellfleet Center -- walk to shops, beach!   *2-day buffers*, holiday rental in Wellfleet

Charming Antique In Wellfleet Center -- walk to shops, beach! *2-day buffers*

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod., holiday rental in Wellfleet
Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod., holiday rental in Wellfleet
Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod., holiday rental in Wellfleet

Private Beach. 5 Kayaks. Swimming. Wellfleet Cape Cod.

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Post & Beam Cottage ~ Perfect Retreat near Great Pond & Cahoon Hollow Beach, holiday rental in Wellfleet
The Post & Beam Cottage ~ Perfect Retreat near Great Pond & Cahoon Hollow Beach, holiday rental in Wellfleet
The Post & Beam Cottage ~ Perfect Retreat near Great Pond & Cahoon Hollow Beach, holiday rental in Wellfleet

The Post & Beam Cottage ~ Perfect Retreat near Great Pond & Cahoon Hollow Beach

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Farmer's Porch, Quiet Setting, Beautiful Garden, Central Air Conditioning Option, holiday rental in Wellfleet
Farmer's Porch, Quiet Setting, Beautiful Garden, Central Air Conditioning Option, holiday rental in Wellfleet
Farmer's Porch, Quiet Setting, Beautiful Garden, Central Air Conditioning Option, holiday rental in Wellfleet

Farmer's Porch, Quiet Setting, Beautiful Garden, Central Air Conditioning Option

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Private Beach. Big Beach house. Kayaks., holiday rental in Wellfleet
Private Beach. Big Beach house. Kayaks., holiday rental in Wellfleet
Private Beach. Big Beach house. Kayaks., holiday rental in Wellfleet

Private Beach. Big Beach house. Kayaks.

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spectacular Waterfront Home! Privacy, A/C, VIEWS..., holiday rental in Wellfleet
Spectacular Waterfront Home! Privacy, A/C, VIEWS..., holiday rental in Wellfleet
Spectacular Waterfront Home! Privacy, A/C, VIEWS..., holiday rental in Wellfleet

Spectacular Waterfront Home! Privacy, A/C, VIEWS...

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Modern house with commanding views - Evermore cottage on Powers Landing Beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Waterfront Cottage in Wellfleet, Cape Cod, holiday rental in Wellfleet
Beautiful Waterfront Cottage in Wellfleet, Cape Cod, holiday rental in Wellfleet
Beautiful Waterfront Cottage in Wellfleet, Cape Cod, holiday rental in Wellfleet

Beautiful Waterfront Cottage in Wellfleet, Cape Cod

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SECLUDED GEM IN THE VILLAGE | No availability through Oct

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Clean Home Walking Distance to Town, holiday rental in Wellfleet
Beautiful Clean Home Walking Distance to Town, holiday rental in Wellfleet
Beautiful Clean Home Walking Distance to Town, holiday rental in Wellfleet

Beautiful Clean Home Walking Distance to Town

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sandy Beachfront Cottage Wellfleet Bay (NEW CONSTRUCTION), holiday rental in Wellfleet
Sandy Beachfront Cottage Wellfleet Bay (NEW CONSTRUCTION), holiday rental in Wellfleet
Sandy Beachfront Cottage Wellfleet Bay (NEW CONSTRUCTION), holiday rental in Wellfleet

Sandy Beachfront Cottage Wellfleet Bay (NEW CONSTRUCTION)

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Contemporary Wellfleet Studio Walk to Ponds, holiday rental in Wellfleet
Contemporary Wellfleet Studio Walk to Ponds, holiday rental in Wellfleet
Contemporary Wellfleet Studio Walk to Ponds, holiday rental in Wellfleet

Contemporary Wellfleet Studio Walk to Ponds

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious, Air Conditioned Modernist Gem:  Ideal for multi-generational vacation., holiday rental in Wellfleet
Spacious, Air Conditioned Modernist Gem:  Ideal for multi-generational vacation., holiday rental in Wellfleet
Spacious, Air Conditioned Modernist Gem:  Ideal for multi-generational vacation., holiday rental in Wellfleet

Spacious, Air Conditioned Modernist Gem: Ideal for multi-generational vacation.

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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#311: Modern, Architectural, Ocean Views, FIVE decks, Lt Island!, holiday rental in Wellfleet
#311: Modern, Architectural, Ocean Views, FIVE decks, Lt Island!, holiday rental in Wellfleet
#311: Modern, Architectural, Ocean Views, FIVE decks, Lt Island!, holiday rental in Wellfleet

#311: Modern, Architectural, Ocean Views, FIVE decks, Lt Island!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Beautiful Ocean Cottage with A/C, holiday rental in Wellfleet
Beautiful Ocean Cottage with A/C, holiday rental in Wellfleet
Beautiful Ocean Cottage with A/C, holiday rental in Wellfleet

Beautiful Ocean Cottage with A/C

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Stay on the beach for a week! You are beach-front! Walk to everything!, holiday rental in Wellfleet
Stay on the beach for a week! You are beach-front! Walk to everything!, holiday rental in Wellfleet
Stay on the beach for a week! You are beach-front! Walk to everything!, holiday rental in Wellfleet

Stay on the beach for a week! You are beach-front! Walk to everything!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Exceptional Get Away Deal!, holiday rental in Wellfleet
Exceptional Get Away Deal!, holiday rental in Wellfleet
Exceptional Get Away Deal!, holiday rental in Wellfleet

Exceptional Get Away Deal!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEWLY BUILT, Private N. Wellfleet location, includes Central Air, Cable and WIFI, holiday rental in Wellfleet
NEWLY BUILT, Private N. Wellfleet location, includes Central Air, Cable and WIFI, holiday rental in Wellfleet
NEWLY BUILT, Private N. Wellfleet location, includes Central Air, Cable and WIFI, holiday rental in Wellfleet

NEWLY BUILT, Private N. Wellfleet location, includes Central Air, Cable and WIFI

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming Wellfleet 2-bedroom townhouse on 3 floors with water view, holiday rental in Wellfleet
Charming Wellfleet 2-bedroom townhouse on 3 floors with water view, holiday rental in Wellfleet
Charming Wellfleet 2-bedroom townhouse on 3 floors with water view, holiday rental in Wellfleet

Charming Wellfleet 2-bedroom townhouse on 3 floors with water view

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Bright and Spacious Cape House with Central Air, holiday rental in Wellfleet
Bright and Spacious Cape House with Central Air, holiday rental in Wellfleet
Bright and Spacious Cape House with Central Air, holiday rental in Wellfleet

Bright and Spacious Cape House with Central Air

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Walk to ocean bch & bike rail trail, Nat'l Seashore, WiFi, A/C, holiday rental in Wellfleet
Walk to ocean bch & bike rail trail, Nat'l Seashore, WiFi, A/C, holiday rental in Wellfleet
Walk to ocean bch & bike rail trail, Nat'l Seashore, WiFi, A/C, holiday rental in Wellfleet

Walk to ocean bch & bike rail trail, Nat'l Seashore, WiFi, A/C

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Cottage, Nice View, Walk to Beach!, holiday rental in Wellfleet
Cozy Cottage, Nice View, Walk to Beach!, holiday rental in Wellfleet
Cozy Cottage, Nice View, Walk to Beach!, holiday rental in Wellfleet

Cozy Cottage, Nice View, Walk to Beach!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach, holiday rental in Wellfleet
Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach, holiday rental in Wellfleet
Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach, holiday rental in Wellfleet

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charming & cozy Wellfleet cottage on quiet road 3/4 mile to beach., holiday rental in Wellfleet
Charming & cozy Wellfleet cottage on quiet road 3/4 mile to beach., holiday rental in Wellfleet
Charming & cozy Wellfleet cottage on quiet road 3/4 mile to beach., holiday rental in Wellfleet

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
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Walk to town, restaurants, and stroll to the beach (100 ft away), holiday rental in Wellfleet
Walk to town, restaurants, and stroll to the beach (100 ft away), holiday rental in Wellfleet
Walk to town, restaurants, and stroll to the beach (100 ft away), holiday rental in Wellfleet

Walk to town, restaurants, and stroll to the beach (100 ft away)

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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#315: Waterfront on Blackfish Creek w/ Sweeping Views! Convenient Location!, holiday rental in Wellfleet
#315: Waterfront on Blackfish Creek w/ Sweeping Views! Convenient Location!, holiday rental in Wellfleet
#315: Waterfront on Blackfish Creek w/ Sweeping Views! Convenient Location!, holiday rental in Wellfleet

#315: Waterfront on Blackfish Creek w/ Sweeping Views! Convenient Location!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Gem Overlooking Fields & Forests (just a 5 min walk from town!), holiday rental in Wellfleet
Historic Gem Overlooking Fields & Forests (just a 5 min walk from town!), holiday rental in Wellfleet
Historic Gem Overlooking Fields & Forests (just a 5 min walk from town!), holiday rental in Wellfleet

Historic Gem Overlooking Fields & Forests (just a 5 min walk from town!)

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful & Spacious 2BD Retreat--A/C, Lovely Grounds, Outdoor Shower, holiday rental in Wellfleet
Peaceful & Spacious 2BD Retreat--A/C, Lovely Grounds, Outdoor Shower, holiday rental in Wellfleet
Peaceful & Spacious 2BD Retreat--A/C, Lovely Grounds, Outdoor Shower, holiday rental in Wellfleet

Peaceful & Spacious 2BD Retreat--A/C, Lovely Grounds, Outdoor Shower

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Light, Airy Contemporary, Walk To Dyer Pond along Woodland Path, holiday rental in Wellfleet
Light, Airy Contemporary, Walk To Dyer Pond along Woodland Path, holiday rental in Wellfleet
Light, Airy Contemporary, Walk To Dyer Pond along Woodland Path, holiday rental in Wellfleet

Light, Airy Contemporary, Walk To Dyer Pond along Woodland Path

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Pet Friendly! Renovated 2016! Easy Walk to Pond, Bike Trail!, holiday rental in Wellfleet
Pet Friendly! Renovated 2016! Easy Walk to Pond, Bike Trail!, holiday rental in Wellfleet
Pet Friendly! Renovated 2016! Easy Walk to Pond, Bike Trail!, holiday rental in Wellfleet

Pet Friendly! Renovated 2016! Easy Walk to Pond, Bike Trail!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Bright & Updated Cottage Across the Street from Beach, holiday rental in Wellfleet
Bright & Updated Cottage Across the Street from Beach, holiday rental in Wellfleet
Bright & Updated Cottage Across the Street from Beach, holiday rental in Wellfleet

Bright & Updated Cottage Across the Street from Beach

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Antique house with beautiful, private gardens a short walk to Long Pond, holiday rental in Wellfleet
Antique house with beautiful, private gardens a short walk to Long Pond, holiday rental in Wellfleet
Antique house with beautiful, private gardens a short walk to Long Pond, holiday rental in Wellfleet

Antique house with beautiful, private gardens a short walk to Long Pond

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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