
House holiday rentals in Wellfleet Harbor
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Top-rated house rentals in Wellfleet Harbor
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Private Cape Cottage + Peaceful Relaxing Property
1/2 acre lot, on a private road. Your personal oasis. Enjoy all the natural wonders that Wellfleet and the outer Cape have to offer. Walk through the woods to the gorgeous salt marsh at the Pilgrim Springs conservation area, just down the dirt road from the house. Take a walk, bike, or 4 minute drive to beautiful Indian Neck bay beach and oyster grounds! The amazing ocean beaches are 8 minutes away by car or 18 minute bike ride. I’m so glad to share my home with you. Cape Cod is a treasure.

Panoramic ocean views 100 ft above Cape Cod Bay
Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

10 min walk to Beach - Amazing View & Huge Deck
Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

Wellfleet Woods Escape
Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

NEW Luxury Waterfront - Hot Tub, Deck & Waterviews
Welcome to Aunt Laura’s Retreat, a newly renovated waterfront home ideal for families and groups seeking a relaxing Cape Cod getaway. Enjoy beautiful water views from every room, direct access to Swan Pond for kayaking and beautiful sunsets to end the day. Unwind in the hot tub, dine on the deck overlooking the water, or relax on the lower patio with a grill and cozy seating. - Direct access to Swan Pond - 5 min drive to Sea Street Beach - Close to Cape Cod Rail Trail & dining

The Osprey Nest - Beach house with stunning views
The Osprey Nest is a classic Cape Cod beach house just steps to the ocean with panoramic views across the protected marsh. A cozy and timeless retreat, with modern amenities and spacious and light-filled rooms. This home has been in my family since the 1960’s and you will feel the warmth and charm the minute you step in the door. The location is perfect for nature lovers but within 10 minutes of stores, restaurants, and charming towns. A perfect base for Cape Cod sightseeing.

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes
☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

Cape Cod Cottage by the Bay!
Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

The Sea Captain's Carriage House
The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

The Hideaway - Harwich Port Getaway
Your family will be close to everything Harwich Port has to offer when you stay at this centrally-locally oasis! Central Air! TV in everyroom! Large fully fenced in backyard for summer cookouts & fires! Come stay in our newly renovated home that has everything you will need. Only minutes from major beaches, shopping, restaurants and all of the beautiful things Cape Cod has to offer. *more outdoor photos to come soon!

Walk to Lake + Fire Pit | Near Nauset + Sleeps 10
Let the Cape Cod breeze clear your thoughts and the sound of birdsong reset your pace. This beautifully renovated Orleans retreat sits on a quiet wooded lot — walk 5 minutes to Pilgrim Lake, stroll through the woods to Arey's Pond, or drive 7 minutes to Nauset Beach. Three bedrooms sleep up to 10, with a designer coffee bar, firepit, grill station, and game room waiting for you.

cape cod riverview cottage
This is a 8 year old gambrel style custom Cape Cod shingled guest cottage is surrounded by lush landscaping and a beautiful view of a tidal river. The river leads to the ocean and is available for canoeing, sailing and kayaking.
Popular amenities for house rentals in Wellfleet Harbor
House rentals with a pool

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

House on Cape Cod with pool close to beach

Our families slice of heaven

Mansion with Heated Pool Near Ocean

Modern Cape, Private Heated Pool, Beach, Golf

Game Room- Movie Projector Room- Fire Pit

Winslow Acres [heated] Pool Escape; pool May-Oct

Jolly Captain Lighthouse
Weekly house rentals
Wellfleet Home by Beaches and Bike Trail

The Lobster Pot: Lake Tashmoo, beachfront

Sunburst Cottage on Long Pond

Sandy beach cottage on Wellfleet Bay

Beachside National Seashore Home with A/C

Beach Cottage w/ Parking - West End at Delft Haven

Chequessett "Hide-Away"

Updated Cape Escape · Fire Pit · Bayside Beaches
Private house rentals

Orleans, MA Luxury Getaway

The Gilded Anchor

1850's North Truro Farmhouse, Cape Cod

Newly remodeled cottage with path to beach

Blackfish creek cottage

Rum Runner’s Shack @ Historic Downtown Wellfleet

Spring Discount-Bay Beach, Sunsets, Dog Friendly.

Cottage at Turtle Crossing
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- Rentals with a washing machine and dryer Wellfleet Harbor
- Family-friendly rentals Wellfleet Harbor
- Rentals with a firepit Wellfleet Harbor
- Rentals with a patio Wellfleet Harbor
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- Rentals with outdoor seating Wellfleet Harbor
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- Rentals with a fireplace Wellfleet Harbor
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- Cape Cod
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