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314 Rentals In Wellfleet
United States
Massachusetts
Barnstable Area
Wellfleet
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LeCount Hollow Beach
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Per Night:
Amenities
Pool
Internet
Washer
Fishing
FirePlace
Wheelchair Access
Non Smoking
Yard
TV
Balcony
Patio
Parking
AC
Microwave
No Pets
Jacuzzi
Pet Allowed
Dishwasher
Kitchen
Sauna
Crib
Smoking Allowed
Grill
Rustic Marsh-side Summer Cottage on Blackfish Creek
2
4
Wellfleet Massachusetts Cottage
From $364 per night
(USD)
<1ST TIME IN 4 YRS> Wellfleet Indian Neck Beach Area Quiet 4BR with AC
4
2.0
8
Wellfleet Massachusetts Private vacation home
From $1002 per night
(USD)
5 Min. to Beach, Yard w/ Fire Pit!
3
2.0
7
Wellfleet Massachusetts Private vacation home
From $434 per night
(USD)
Peaceful retreat plus Dog Friendly!
4
2.0
8
Wellfleet Massachusetts Private vacation home
From $608 per night
(USD)
Steps to water, easy access to town center!
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $394 per night
(USD)
Great for Couples! Cape Cod Cottage 2 Mi to Beach
1
1.0
4
Wellfleet Massachusetts Cottage
From $359 per night
(USD)
Cottage w/ Private Association Pool!
3
1.0
6
Wellfleet Massachusetts Private vacation home
From $383 per night
(USD)
Walk 1/10 Mile to Lecount Hollow Beach!
1
1.0
2
Wellfleet Massachusetts Cottage
From $281 per night
(USD)
PROMO 5% MONTHLY DISCOUNT! The Napoleon House at Wellfleet Center
2
1.0
4
Wellfleet Massachusetts Private vacation home
From $261 per night
(USD)
Walk to Private Beach on Lt Island!
5
3.0
11
Wellfleet Massachusetts Private vacation home
From $634 per night
(USD)
Cozy 3 bedroom cottage in the Heart of Wellfleet
3
1.0
6
Wellfleet Massachusetts Condo
From $374 per night
(USD)
2 Mi to Beaches: Cozy Peaceful Escape w/ Deck
2
1.0
4
Wellfleet Massachusetts Cottage
From $402 per night
(USD)
Secluded Beach House Nestled on Private Coastal Dune at tip of Peninsula!
3
2.0
7
Wellfleet Massachusetts Private vacation home
From $880 per night
(USD)
Waterfront Views of Creek- Beach Access!
4
1.0
8
Wellfleet Massachusetts Private vacation home
From $393 per night
(USD)
New for 2026- the perfect family getaway
4
2.0
10
Wellfleet Massachusetts Cottage
From $560 per night
(USD)
Ocean Cottage A/C near PB and Beachcomber. Steps to the beach!
2
2.0
5
Wellfleet Massachusetts Cottage
From $348 per night
(USD)
Walk to Ocean Beach, Nat`l Seashore, WiFi, Bike Rail Trail
2
4
South Wellfleet Massachusetts Cottage
From $514 per night
(USD)
Beachside Location at Lecount Hollow With A/C
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $503 per night
(USD)
Wellfleet Woodlands Escape - Privacy in the Pines!
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $398 per night
(USD)
Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach
2
1.0
4
Wellfleet Massachusetts Cottage
From $425 per night
(USD)
Gorgeous Outdoor areas with Heated Pool & Hot Tub!
7
7.0
16
Wellfleet Massachusetts Private vacation home
From $1556 per night
(USD)
SECLUDED GEM IN THE VILLAGE - 2026 Calendar now posted
3
2.0
8
Wellfleet Massachusetts Private vacation home
From $431 per night
(USD)
Peace and Quiet & Spacious Back Deck
4
1.0
9
Wellfleet Massachusetts Private vacation home
From $385 per night
(USD)
Family Compound walk to Downtown!
7
5.0
14
Wellfleet Massachusetts Private vacation home
From $960 per night
(USD)
Across from Mayo Beach walk to downtown!
2
1.0
5
Wellfleet Massachusetts Private vacation home
From $318 per night
(USD)
Classic Cape Great Location! Dog Welcome!
2
1.0
4
Wellfleet Massachusetts Private vacation home
From $327 per night
(USD)
Across from Mayo beach walk to downtown!
2
1.0
4
Wellfleet Massachusetts Private vacation home
From $292 per night
(USD)
Unwind at Newcomb Hollow Beach!
4
2.0
9
Wellfleet Massachusetts Private vacation home
From $584 per night
(USD)
On the bay in Wellfleet - walk to water!
3
1.0
7
Wellfleet Massachusetts Private vacation home
From $383 per night
(USD)
Waterfront w/ views on Blackfish Creek!
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $443 per night
(USD)
Home Near Oceanside Beaches Dog Friendly!
3
1.0
7
Wellfleet Massachusetts Private vacation home
From $416 per night
(USD)
Fully updated 4BR 2.5B Patio playset & fireplaces Great location AC Linens Incl.
4
2.0
9
Wellfleet Massachusetts Private vacation home
From $513 per night
(USD)
Private Location w/ Guest House!
4
3.0
8
Wellfleet Massachusetts Private vacation home
From $571 per night
(USD)
Quaint Wellfleeter Cottage on Mayo Beach with 400 feet of private beach
3
1.0
4
Wellfleet Massachusetts Cottage
From $473 per night
(USD)
Bright and Spacious Cape House with Central Air
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $405 per night
(USD)
Waterfront~Dog Friendly~ Lieutenant's Lodge
4
1.0
8
Wellfleet Massachusetts Private vacation home
From $705 per night
(USD)
Renovated Wellfleet Retreat: Comfort Amidst Pine Trees (2384)
3
2.0
7
Wellfleet Massachusetts Private vacation home
From $542 per night
(USD)
Family & Pet Getaway | Scenic Views |Cape Cod Home
5
3.0
10
Wellfleet Massachusetts Private vacation home
From $923 per night
(USD)
Stronghold on the Atlantic Ocean
4
3.0
10
South Wellfleet Massachusetts Private vacation home
Click For Pricing
Charming Private Wellfleet Vacation House Walk to Beach
4
2.0
8
Wellfleet Massachusetts Private vacation home
Click For Pricing
Modern Home With Deck in Private Neighborhood Close to Beach (2394)
4
2.0
6
Wellfleet Massachusetts Private vacation home
From $748 per night
(USD)
Breathtaking Sunset Views over Marsh!
4
2.0
8
Wellfleet Massachusetts Private vacation home
From $578 per night
(USD)
Sea Breeze, Sunset Views! Family Escape Near Ocean
5
2.0
10
Wellfleet Massachusetts Private vacation home
From $556 per night
(USD)
Much admired stylish retreat on 1/2 acre of lush gardens. Inviting & Comfortable
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $332 per night
(USD)
Beach front, desirable Indian Neck! CS0048
4
2.0
8
Wellfleet Massachusetts Private vacation home
From $763 per night
(USD)
Serene Home on 3 Acres w/ Wraparound Deck & Pool Table - Close to Beaches
5
2.0
10
Wellfleet Massachusetts Private vacation home
From $579 per night
(USD)
New-build retreat with furnished deck, fireplace, & washer/dryer - near beaches
3
2.0
7
Wellfleet Massachusetts Private vacation home
From $558 per night
(USD)
Conveniently located and renovated cottage with lovely views & chef's kitchen
2
1.0
4
Wellfleet Massachusetts Private vacation home
From $343 per night
(USD)
Quiet home with sunroom, deck, W/D, AC, & quick access to beach
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $536 per night
(USD)
Peaceful Cape retreat with extra sleeping loft w/ 3 beds, foosball, deck & yard
3
3.0
9
Wellfleet Massachusetts Private vacation home
From $833 per night
(USD)
Fresh Oceanfront Cottage w/Free WiFi, Private Beach Access, Deck, & Partial A/C
2
1.0
5
Wellfleet Massachusetts Private vacation home
From $331 per night
(USD)
Drummer Cove Gem | Cottage in Wellfleet with patio, steps from the cove
1
1.0
2
Wellfleet Massachusetts Private vacation home
From $320 per night
(USD)
Peaceful half-acre home near ocean, dining & shops and a fire pit
3
2.0
7
Wellfleet Massachusetts Private vacation home
From $397 per night
(USD)
Private location, Gas Grill, A/C, Wi-Fi, Washer/Dryer
2
2.0
6
Wellfleet Massachusetts Private vacation home
From $983 per night
(USD)
Drummer Cove Retreat | House in Wellfleet
3
2.0
8
Wellfleet Massachusetts Private vacation home
From $686 per night
(USD)
Tall Pines | House in Wellfleet
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $579 per night
(USD)
Striking Home with Scenic Marsh Views, Multiple Living Areas, Stroll to Bay
4
3.0
10
Wellfleet Massachusetts Private vacation home
From $763 per night
(USD)
Expansive, dog-friendly home with sauna, decks & great location
6
4.0
14
Wellfleet Massachusetts Private vacation home
From $797 per night
(USD)
Serene wooded hideaway with spacious deck & Rail Trail access - near beach
4
3.0
8
Wellfleet Massachusetts Private vacation home
From $385 per night
(USD)
Bright and cozy private cottage (CS0037)
2
1.0
4
Wellfleet Massachusetts Cottage
From $276 per night
(USD)
Iconic 70s style cute condo cottage in Deck 2, on a pond! (CS0055)
2
1.0
4
Wellfleet Massachusetts Cottage
From $326 per night
(USD)
Brand new GORGEOUS contemporary home (CS0054)
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $915 per night
(USD)
Wellfleet Retreat near the drive in
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $1017 per night
(USD)
Cute Cottage Near Bay and Ocean Beaches(2436)
2
1.0
4
Wellfleet Massachusetts Cottage
From $517 per night
(USD)
Water View Wellfleet Cottage Near Bay Beaches for 4
2
1.0
4
Wellfleet Massachusetts Cottage
From $351 per night
(USD)
Private, marsh view, AND close to town! (CS0051)
4
2.0
7
Wellfleet Massachusetts Private vacation home
From $763 per night
(USD)
Spacious 4 Bedroom with AC, Dog Friendly!
4
2.0
8
Wellfleet Massachusetts Private vacation home
From $429 per night
(USD)
Tranquil, Cozy Cottage, Recently Renovated!
2
1.0
3
Wellfleet Massachusetts Private vacation home
From $263 per night
(USD)
Game Room, Walk to Two Landings!
6
3.0
12
Wellfleet Massachusetts Private vacation home
From $765 per night
(USD)
Indian Neck 3BR on Quiet Road, Steps to the Beach, A/C, Fireplace
3
2.0
7
Wellfleet Massachusetts Private vacation home
From $575 per night
(USD)
Iconic Brownie's Cabin, close to everything! (CS0046)
2
1.0
4
Wellfleet Massachusetts Cottage
From $194 per night
(USD)
Bay Views, Steps to Beach, Minutes to P-Town
2
1.0
4
Wellfleet Massachusetts Cottage
From $841 per night
(USD)
Sweet Cape Cod cottage, close to Mayo Beach and Powers Landing (CS0053)
2
1.0
4
Wellfleet Massachusetts Cottage
From $449 per night
(USD)
Newly Renovated Marshview Retreat in the Heart of Wellfleet (2440)
3
2.0
8
Wellfleet Massachusetts Private vacation home
From $710 per night
(USD)
The Perfect Getaway in Wellfleet
2
1.0
4
Wellfleet Massachusetts Cabin
From $395 per night
(USD)
Steps to Lecount Hollow Beach!
2
1.0
4
Wellfleet Massachusetts Private vacation home
From $546 per night
(USD)
NEW TO RENTAL MARKET! Lovely Bayside 4BD--A/C, Patio, Outdoor Shower, 500 FT to Assoc Harbor Beach
4
4.0
8
Wellfleet Massachusetts Private vacation home
From $628 per night
(USD)
NEW LISTING! Comfortable 2BD--Central A/C, Enclosed Outdoor Shower, Less Than a Mile to Main Street
2
3.0
4
Wellfleet Massachusetts Private vacation home
From $405 per night
(USD)
Charming Cottage secluded and minutes to Mayo Beach and Downtown Wellfleet
2
1.0
4
Wellfleet Massachusetts Cottage
From $832 per night
(USD)
New 2026 Modern Outer Cape Home with a Heated Indoor Pool
4
5.0
10
Wellfleet Massachusetts Private vacation home
From $1027 per night
(USD)
BRAND NEW LISTNG! 3BD Reverse Design--A/C, Deck, Outdoor Shower, Walk to Wellfleet Center & Mayo Beach
3
1.0
7
Wellfleet Massachusetts Private vacation home
From $544 per night
(USD)
New 2026 4 Minute Walk To The Beach
3
2.0
8
Wellfleet Massachusetts Private vacation home
From $1322 per night
(USD)
Wellfleet 3 Bdrm Cottage with A/C. Walk to Ocean Beach. Roof Deck, Garden
3
1.0
6
Wellfleet Massachusetts Cottage
From $676 per night
(USD)
BRAND NEW LISTING! 2BD Cottage--A/C, Deck, Enclosed Outdoor Shower, Walk to Burton Baker Beach
2
1.0
4
Wellfleet Massachusetts Cottage
From $599 per night
(USD)
NEW LISTING! Colorful 4BD Home--A/C, Deck, Outdoor Shower, Walk/Bike to Wellfleet Center
4
2.0
8
Wellfleet Massachusetts Private vacation home
From $454 per night
(USD)
Entire Cottage w Spacious Deck Close to Beaches, Ponds & Town Center
1
1.0
3
Wellfleet Massachusetts Cottage
From $387 per night
(USD)
New 2026 Newly Built 3BR Coastal Retreat Steps from Mayo Beach
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $563 per night
(USD)
NEW in 2026: Bright, Cozy Cottage in Wellfleet; Steps to Beach & Restaurants!
2
1.0
4
Wellfleet Massachusetts Cottage
From $599 per night
(USD)
Serene 2-bedroom cottage in South Wellfleet steps to the Beach!
2
1.0
6
Wellfleet Massachusetts Cottage
From $356 per night
(USD)
Spacious 4-bedroom house in charming Wellfleet conveniently located
4
2.0
9
Wellfleet Massachusetts Private vacation home
From $504 per night
(USD)
BRAND NEW LISTING! 3BD In-Town Gem--A/C, Screen Porch, 1/2 Mi to Mayo Beach & Main St
3
2.0
6
Wellfleet Massachusetts Private vacation home
From $707 per night
(USD)
NEW LISTING! 2BD Cape Cod Cottage--Blackfish Creek Views, A/C, Outdoor Shower, 1 Mi to Bay Beach
2
1.0
4
Wellfleet Massachusetts Cottage
From $395 per night
(USD)
Adorable 2-bedroom cottage in South Wellfleet perfect for getaway and BEACH!
2
1.0
6
Wellfleet Massachusetts Cottage
From $355 per night
(USD)
New 2026 Private 4BD Retreat With Surrounding Water Views
4
3.0
8
Wellfleet Massachusetts Private vacation home
From $541 per night
(USD)
Cottage #1 on Pilgrim Rd South Wellfleet Come to the BEACH!
2
1.0
4
Wellfleet Massachusetts Cottage
From $327 per night
(USD)
NEW LISTING! Wellfleet Harbor 3BD Cottage--Water Views, Steps to the Beach, A/C, Outdoor Shower
3
1.0
6
Wellfleet Massachusetts Cottage
From $744 per night
(USD)
2BD Cottage--A/C, Screen Porch, Outdoor Shower & KAYAKS, Less than 500 ft to Wellfleet Harbor Beach
2
1.0
4
Wellfleet Massachusetts Cottage
From $744 per night
(USD)
Bayside cottage near Marconi and Bike Path
2
1.0
4
Wellfleet Massachusetts Cottage
From $668 per night
(USD)
New Bunk Room Summer 2026! Luxury Meets History: Wellfleet’s Iconic 7BR Estate
7
5.0
16
Wellfleet Massachusetts Private vacation home
From $1681 per night
(USD)
Indian Neck 2BD--Chipman's Cove Water Views, Less than 0.2 Mi to Burton Baker Beach, A/C, Outdoor Shower
2
1.0
5
Wellfleet Massachusetts Private vacation home
From $1026 per night
(USD)
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