
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.

Quintessential Waterfront Historic Cottage
Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

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.

Nehemiahs Nest: Healing Cape Cod Pond View Cottage
18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available

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.

Cozy 4 bedroom home close to ponds and beaches.
This comfortable four-bedroom Gambrel on Wellfleet's ocean side is a wonderful spot for a Cape Cod getaway! Only about a mile bike ride to Duck Pond--one of Wellfleet's beloved freshwater ponds. Head to Wellfleet's fantastic ocean beaches: LeCounts Hollow, White Crest, Cahoon Hollow & Newcomb Hollow without accessing Route 6! Grab breakfast at the PB Boulangerie, see a movie Wellfleet Drive-In or play a round of golf at Chequessett Yacht & Country Club.

Escape to N. Truro 3BR Pet Friendly
Don't miss this beautiful, pet-friendly, comfy 3 bedroom home that is totally private, filled with beautiful local artwork, and only minutes from the beach. Outdoor shower, 2 fireplaces, vaulted ceilings with skylights, wifi, cable, ping pong, air hockey, 2 full baths, hammocks, built in Bluetooth speaker system and air conditioning! A true chance to get away and live the Cape life!

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.

Sun, Sand and Serenity by the Bay
Welcome to Sea Watch Cottage, your beautifully renovated retreat in a peaceful Eastham bay front neighborhood. Experience the best of Cape Cod from this clean, bright, and welcoming home, designed with a tasteful coastal aesthetic for your ultimate relaxation.

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

House on Cape Cod with pool close to beach

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

Modern Cape, Private Heated Pool, Beach, Golf

Game Room- Movie Projector Room- Fire Pit

Historic 1 Bed/In Town/Best Location/Hot tub/deck

Seaview Summit | Ocean Views, Indoor Pool, Beach

Jolly Captain Lighthouse

Private Pool, near beaches, 3 BR/3 BA, Central Air
Weekly house rentals

Villa Costa

The Gilded Anchor

The Baumhaus: midcentury home with bay views

4 Season Cottage, Nauset Beach, tennis court

1850's North Truro Farmhouse, Cape Cod

Home in Wellfleet

Blackfish creek cottage

Salty Shores
Private house rentals

Beautifully renovated home, outdoor space, pets ok

Orleans, MA Luxury Getaway

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

Newly Renovated Waterfront Cottage

Cozy Cape Escape with Private Beach!

Rum Runner’s Shack @ Historic Downtown Wellfleet

Cozy Coastal Cottage - Steps From Town & the Beach

Chequessett "Hide-Away"
Destinations to explore
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- Rentals with outdoor seating Wellfleet Harbor
- Rentals with a firepit Wellfleet Harbor
- Family-friendly rentals Wellfleet Harbor
- Rentals with beach access Wellfleet Harbor
- Rentals with a washing machine and dryer Wellfleet Harbor
- Rentals with a fireplace Wellfleet Harbor
- Waterfront rentals Wellfleet Harbor
- Rentals with a patio Wellfleet Harbor
- Cottage rentals Wellfleet Harbor
- Pet-friendly rentals Wellfleet Harbor
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Onset Beach
- Duxbury Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Coast Guard Beach
- New Silver Beach
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- Skaket Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Lighthouse Beach
- Cahoon Hollow Beach
- Race Point Beach
- Popponesset Peninsula
- Sea Gull Beach
- Cape Cod Canal
- Sandwich Glass Museum





