House vacation rentals in Wellfleet

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Top-rated house rentals in Wellfleet

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Guest favourite

Home in Eastham

4.99 out of 5 average rating, 134 reviews

Bayside Bliss

Classic Cape house on a quiet road just steps from the Cape Cod Rail Trail bike path and 1/2 mile from a sparkling pond. Cape Cod bay is 1.3 miles away. Woods, wind and sun await you! Spacious 4 bedroom, 2 bath home with beautiful sun porch...4 NIGHT MINIMUM. Discounts for multiple week stays - kindly write to INQUIRE before you request to book - we appreciate hearing details about your group and your reason for visiting Cape Cod. There is a 7 NIGHT MINIMUM SUNDAY - SUNDAY stay June - September

Jan. 10 – 17

$561 CAD per night

Guest favourite

Home in Wellfleet

4.98 out of 5 average rating, 64 reviews

Wellfleet Home Above the Trees

PLEASE INQUIRE! Custom-crafted, owner-designed + built home, appointed w/ our modern + mid-century inspired esthetic, artwork + furnishings, and open, refreshing layout. Treehouse-like feel, with w/ spacious decks wrapping around South-facing sunny property, w/ beautiful sunsets every evening thru high wooded views over Conservation land. All within 15 minutes of Provincetown, + within 5-10 minutes of Wellfleet’s unparalleled Ocean + Bayside beaches, pristine kettleponds, Town Center + Harbor.

Oct. 22 – 29

$578 CAD per night

Guest favourite

Home in Chatham

4.95 out of 5 average rating, 241 reviews

Slate House - a modern waterfront getaway

Water front on Frost Fish Creek! This recently renovated 3 bedroom (sleeps 9) 2 bath home is tucked off the road in a private oasis with panoramic water front views from almost every room. The bright open floor plan with fireplace, blue slate floors, high open ceilings to second floor, three pairs of sliders that boast nature, water views, fire pit, and screened in lounge and abundant sunlight. Walking distance to a small private dog friendly beach. Driving distance to many great beaches.

Nov. 16 – 23

$730 CAD per night

Guest favourite

Home in Wellfleet

4.99 out of 5 average rating, 150 reviews

Rum Runner’s Shack @ Historic Downtown Wellfleet

Located in Wellfleet Center, enjoy this sublime 528 sq. foot cottage - only 10 minutes from beaches and ponds in any direction. Near Winslow's Tavern, Wellfleet Marketplace, Hatch's,Uncle Tim’s Bridge, Mac's Shack. This 1925 bungalow is the perfect site for a couple or a small family 2 adults/2 children. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. State and local taxes apply. No pets or 3rd party booking.

Mar. 10 – 17

$485 CAD per night

Guest favourite

Home in Eastham

4.97 out of 5 average rating, 163 reviews

The Sea Captain's Carriage House

Our 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 4-poster bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. Our half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Jan. 20 – 27

$475 CAD per night

Guest favourite

Home in Truro

4.89 out of 5 average rating, 174 reviews

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: June through September rentals you bring your own bedding and towels and check in and out are on Saturdays Only. Cute 2 bedroom 1 bath home with outdoor decks minutes from great beaches!

Nov. 10 – 17

$270 CAD per night

Guest favourite

Home in Eastham

5.0 out of 5 average rating, 17 reviews

Priv. Hot Tub-King Bed-Fireplace-Season pond view

Cue up the violins, scatter the rose petals, pop a bottle of bubbly and tap into your romantic side. Perfect for an engagement, honeymoon, celebrating an anniversary, or getting away for Valentine's Day. This quiet seaside community has many offerings. Hike or Bike, walk the beach, roast Marshmallows by the fire or enjoy a soak in the HOT TUB after an intimate candlelit dinner. Private King bedroom.

Oct. 1 – 8

$436 CAD per night

Guest favourite

Home in North Truro

4.97 out of 5 average rating, 174 reviews

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!

Sep. 30 – Oct. 7

$855 CAD per night

Guest favourite

Home in Wellfleet

4.93 out of 5 average rating, 67 reviews

Chequessett "Hide-Away"

Chequessett Neck area - Contact owner for more reasonable than published off-season rates. Walk to Powers Landing bayside beach from this hilltop setting. Very private, spacious, comfortable and clean 2 bed 2 bath home. Also, this year, brand new Outdoor Shower. Conveniently situated - close to Wellfleet center, Harbor, Mayo beach, Duck Harbor.

Jan. 22 – 29

$333 CAD per night

Guest favourite

Home in Provincetown

4.98 out of 5 average rating, 116 reviews

One of Afar Magazine's Top Cape Cod Airbnb Listings

Walk to the ferry and center of town from this freestanding, 1,350-square-foot home, tucked away just off Commercial Street, next to the Pilgrim Monument. The classic, Cape Cod-style home—built in 2005—has been tastefully updated, and was featured in Afar Magazine as one of the top Airbnb listings on Cape Cod.

Sep. 9 – 16

$1,006 CAD per night

Guest favourite

Home in Wellfleet

4.91 out of 5 average rating, 137 reviews

Wellfleet Woods Escape

Open kitchen + living room with a wooden pitched ceiling and two sliders overlooking the backyard, woods + bay. The kitchen is newly renovated with custom reclaimed wood cabinets. There is an original farmer's sink + a Fisher & Paykel drawer dishwasher. There is an outdoor shower and a full bathroom indoors.

Feb. 10 – 17

$681 CAD per night

Guest favourite

Home in Yarmouth Port, Cape Cod

4.99 out of 5 average rating, 312 reviews

Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit

**Waterfront on salt water Follins Bay which is the headwaters of the Bass River. Sit and watch the boat activity from the deck or patio. Swim, fish or kayak (2 provided) right from your the backyard on your own private dock. Bright & airy décor with beautiful water views.

Jan. 11 – 18

$840 CAD per night