Vacation Rentals in wellfleet, Massachusetts

50 Properties Available

Stunning, Waterfront 5BD Contemporary--Central A\/C, Harbor Views, Direct Beach Access Private vacation home
Stunning, Waterfront 5BD Contemporary--Central A\/C, Harbor Views, Direct Beach Access
$1346 / night
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Spacious Home With Private Heated Pool (2389) Private vacation home
Spacious Home With Private Heated Pool (2389)
$1345 / night
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4 Minute Walk To The Beac Private vacation home
4 Minute Walk To The Beac
$1306 / night
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Indian Neck 2BD--Chipman's Cove Water Views, Less than 0.2 Mi to Burton Baker Beach, A/C, Outdoor Shower Private vacation home
Indian Neck 2BD--Chipman's Cove Water Views, Less than 0.2 Mi to Burton Baker Beach, A/C, Outdoor Shower
$1075 / night
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New 2026 Modern Outer Cape Home with a Heated Indoor Pool Private vacation home
New 2026 Modern Outer Cape Home with a Heated Indoor Pool
$1020 / night
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Stunning Waterfront Views, Beach steps away! Private vacation home
Stunning Waterfront Views, Beach steps away!
$975 / night
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Secluded Beach House Nestled on Private Coastal Dune at tip of Peninsula! Private vacation home
Secluded Beach House Nestled on Private Coastal Dune at tip of Peninsula!
$877 / night
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3BD Indian Neck Beauty--A/C, Water Views, Steps to Burton Baker Beach Private vacation home
3BD Indian Neck Beauty--A/C, Water Views, Steps to Burton Baker Beach
$815 / night
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Gorgeous Wellfleet Home w\/ Water Views! Private vacation home
Gorgeous Wellfleet Home w\/ Water Views!
$812 / night
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Spacious 4 Bedroom with AC, Dog Friendly! Private vacation home
Spacious 4 Bedroom with AC, Dog Friendly!
$796 / night
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Fabulous Oceanfront - 60% discount for wk of 6\/23 Cottage
Fabulous Oceanfront - 60% discount for wk of 6\/23
$762 / night
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Home by National Seashore with Bball Court! Private vacation home
Home by National Seashore with Bball Court!
$717 / night
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Private, beautifully renovated home - walk to Wellfleet Cinemas & Rail Trail Private vacation home
Private, beautifully renovated home - walk to Wellfleet Cinemas & Rail Trail
$712 / night
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4BD Reverse Design Home--A\/C, Deck, Gorgeous Tidal Marsh & Loagy Bay Views Private vacation home
4BD Reverse Design Home--A\/C, Deck, Gorgeous Tidal Marsh & Loagy Bay Views
$708 / night
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Quiet home with sunroom, deck, W/D, AC, & quick access to beach Private vacation home
Quiet home with sunroom, deck, W/D, AC, & quick access to beach
$693 / night
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3BD+ Contemporary--Deck, Bay Views, Walk to Omaha Beach Private vacation home
3BD+ Contemporary--Deck, Bay Views, Walk to Omaha Beach
$666 / night
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Waterfront Cottage - fantastic unobstructed views!! Private vacation home
Waterfront Cottage - fantastic unobstructed views!!
$658 / night
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Breath taking water views & sunsets, a most appealing ambience throughout home Private vacation home
Breath taking water views & sunsets, a most appealing ambience throughout home
$645 / night
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Waterfront, private beach on Great Pond. Private vacation home
Waterfront, private beach on Great Pond.
$632 / night
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Tall Pines | House in Wellfleet Private vacation home
Tall Pines | House in Wellfleet
$606 / night
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Charming vintage home large yard Private vacation home
Charming vintage home large yard
$605 / night
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Private & Spacious 5 Bedroom Home Private vacation home
Private & Spacious 5 Bedroom Home
$590 / night
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Classic Secluded Cape with Separate Soaring Lofted Guesthouse Private vacation home
Classic Secluded Cape with Separate Soaring Lofted Guesthouse
$564 / night
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Serene Cape Escape: Cozy & Perfect for Star Gazing! Villa
Serene Cape Escape: Cozy & Perfect for Star Gazing!
$550 / night
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Wellfleet Oceanside, Walk to Duck Pond Private vacation home
Wellfleet Oceanside, Walk to Duck Pond
$539 / night
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New! Island Pines-A Dog Friendly Boutique Oasis Private vacation home
New! Island Pines-A Dog Friendly Boutique Oasis
$536 / night
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Coastal Charm Meets Sustainable Living on Cape Cod (2390) Private vacation home
Coastal Charm Meets Sustainable Living on Cape Cod (2390)
$531 / night
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4 Mins to Wellfleet Village, Screened sunroom! Private vacation home
4 Mins to Wellfleet Village, Screened sunroom!
$518 / night
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Path to Pond, Private Location, Sweet Home! (CS0031) Private vacation home
Path to Pond, Private Location, Sweet Home! (CS0031)
$516 / night
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NEW LISTING! 3BD Cape--Loagy Bay Views, A\/C, Screen Porch, Deck & Outdoor Shower Private vacation home
NEW LISTING! 3BD Cape--Loagy Bay Views, A\/C, Screen Porch, Deck & Outdoor Shower
$510 / night
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Spectacular Bayfront Cottage with Private Deck & Sunset Views Private vacation home
Spectacular Bayfront Cottage with Private Deck & Sunset Views
$497 / night
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Water views great Lt Island location! Private vacation home
Water views great Lt Island location!
$489 / night
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Cathedral Ceilings and Three Season Porch! Private vacation home
Cathedral Ceilings and Three Season Porch!
$480 / night
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Quaint Wellfleeter Cottage on Mayo Beach with 400 feet of private beach Cottage
Quaint Wellfleeter Cottage on Mayo Beach with 400 feet of private beach
$475 / night
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Beachside Location at Lecount Hollow With A\/C Private vacation home
Beachside Location at Lecount Hollow With A\/C
$471 / night
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3BD Main Street Gem--In-Town, A\/C, Deck, Yard, Enclosed Outdoor Shower Private vacation home
3BD Main Street Gem--In-Town, A\/C, Deck, Yard, Enclosed Outdoor Shower
$464 / night
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New Listing - Seaside Serenity Retreat - Easy Drive to Gull Pond & Ocean Beaches Private vacation home
New Listing - Seaside Serenity Retreat - Easy Drive to Gull Pond & Ocean Beaches
$462 / night
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Sea Breeze, Sunset Views! Family Escape Near Ocean Private vacation home
Sea Breeze, Sunset Views! Family Escape Near Ocean
$458 / night
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Nestled among the pitch pines, southern exposure, steps from Old Wharf beaches! Private vacation home
Nestled among the pitch pines, southern exposure, steps from Old Wharf beaches!
$456 / night
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Beautiful Home in National Seashore Woods! - Walk to Newcomb Hollow or Gull Pond Private vacation home
Beautiful Home in National Seashore Woods! - Walk to Newcomb Hollow or Gull Pond
$456 / night
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Waterfront w/ views on Blackfish Creek! Private vacation home
Waterfront w/ views on Blackfish Creek!
$446 / night
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BRAND NEW LISTING--3BD Lt Island Getaway--A\/C, Deck, Less than a Half Mile to Beach Private vacation home
BRAND NEW LISTING--3BD Lt Island Getaway--A\/C, Deck, Less than a Half Mile to Beach
$443 / night
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Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach Cottage
Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach
$430 / night
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Ocean front, sweeping views Cottage
Ocean front, sweeping views
$425 / night
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Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach Private vacation home
Oceanside OSLIL COTTAGE - Walk to Lecount Hollow Beach
$415 / night
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Home Near Oceanside Beaches Dog Friendly! Private vacation home
Home Near Oceanside Beaches Dog Friendly!
$414 / night
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4BD Oceanside Contemporary--A\/C, Deck, Outdoor Shower, Piano, 1.1 Mile to Duck Pond Private vacation home
4BD Oceanside Contemporary--A\/C, Deck, Outdoor Shower, Piano, 1.1 Mile to Duck Pond
$397 / night
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3BD Contemporary Cape--Screen Porch, A\/C, Near Marconi Beach Private vacation home
3BD Contemporary Cape--Screen Porch, A\/C, Near Marconi Beach
$385 / night
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Great Pond Cottage in Wellfleet Cottage
Great Pond Cottage in Wellfleet
$383 / night
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On the bay in Wellfleet - walk to water! Private vacation home
On the bay in Wellfleet - walk to water!
$379 / night
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