House holiday rentals in Wellfleet Harbor

4.98 out of 5 average rating, 113 reviews

A spacious, modern kitchen area features a large island with a dark base and white countertops, accented by pendant lights above. To the side, an open concept living space includes a comfortable seating arrangement and dining area, with natural light streaming in through large windows.

Home in Harwich

Spacious cottage beach Wychmere < 4 min Central AC

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

4.87 out of 5 average rating, 229 reviews

A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.

Home in Brewster

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

4.9 out of 5 average rating, 101 reviews

The exterior of a classic Cape Cod house is shown, featuring shingle siding and multiple large windows. The surrounding landscape includes manicured shrubs and a gravel driveway, alongside a tree-lined backdrop that provides a natural setting. The entrance, framed by steps, leads to the welcoming front door.

Home in Eastham

Large, Cozy, Walk to beach, Central AC, Game room

This classic, large Cape Cod house is just perfect for friends or a family reunion. The beautiful Thumpertown Beach is 0.3 miles or a 5-10 min slow stroll down the street. The house is large enough to accommodate everyone comfortably and has a convenient layout that also provides plenty of privacy. There is central A/C that covers the entire house, all rooms have hardwood floors, newer beds, comfortable mattresses and quality pillows. New 18x24 deck has Polywood furniture and Weber gas grill.

The kitchen area features a wooden pitched ceiling and a functional layout. A farmhouse sink is paired with stainless steel appliances and cooking essentials. Two stools are positioned at a counter, with a small vase of flowers adding a touch of nature. Glass doors offer views to an outdoor deck.

4.9 out of 5 average rating, 188 reviews

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.

4.96 out of 5 average rating, 70 reviews

An outdoor seating area is presented with plush, striped furniture and a large firepit at the center. A bright turquoise umbrella provides shade, while the tranquil waterfront view showcases shimmering water and greenery. Potted flowers add a touch of color to the serene setting.

Home in Harwich

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

*Beautifully decorated waterfront cottage w/amazing bluestone patio- private beach 🏡 * Directly on Cape Cod Rail Trail Bike Path 🚲 *Sunsets from the couch 🌅 *Central A/C ❄️ *Private sandy beach on crystal clear lake 🏖️ *2 Kayaks, 6 Bikes & 2 SUP’s incl- 🛶 🚲 saving $400-$600 in rental fees *6min drive to Bay Beach 🏝️ *Large waterfront LR w/65" Frame TV 📺 * Beds-1 king, 1 queen, 2 twins 🛌 *Gas Fire-table 🔥 *Outdoor shower 🚿 * Pet friendly (30lbs) - $30/nt 🐶 🐱

4.9 out of 5 average rating, 251 reviews

A cozy living area is presented with light-colored walls and wooden floors. Comfortable seating includes two upholstered chairs and a sofa with a neutral cover. A coffee table sits in front, and the open kitchen is visible in the background, enhancing the space's inviting nature.

Home in Truro

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: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

A cozy living room is arranged with a three-person sofa and two armchairs, inviting relaxation. Large windows create ample natural light and provide unobstructed views of the water. The white walls and light wooden floor add to the airy ambiance.

4.88 out of 5 average rating, 8 reviews

Sandy beach cottage on Wellfleet Bay

"Light on the Mayo" is a newly built, finely appointed, 2-bedroom, 1-bathroom cottage located across the road from the famous "Mayo (swim) Beach" in Wellfleet Bay. The cottage was built in 2018 and is incredibly cozy with unobstructed views of Mayo Beach and Wellfleet Harbor. It also has excellent privacy and high-end amenities. The house includes central heat and air conditioning in each bedroom as well as the living room. It has a modern kitchen with a beautiful dining nook.

A serene outdoor scene features a tranquil waterfront visible through a cluster of trees. The bright sky is complemented by soft clouds, while the landscape includes a pathway leading toward the water's edge, inviting exploration and connection with nature.

5 out of 5 average rating, 10 reviews

Modern cottage on the water

Beautiful place on Duck Creek. Easy walk to town. There is a kitchen, two bedrooms, bath with laundry, a half bath, living/dining area, and deck. The courtyard has a table and chairs for outdoor dining and has lighting for eating outside at night. The deck also has a table with seating for six. There is an outdoor shower behind the guest house. Other amenities: a fireplace, a firepit, a gas grill, wifi, access to a private beach. There is off-street parking for two cars.

5 out of 5 average rating, 21 reviews

A light-filled dining area features a wooden table paired with two stylish chairs. Natural greenery is present in the form of a potted plant, while a door opens to a welcoming entryway. Soft linens and place settings adorn the table, enhancing the inviting atmosphere.

Home in Eastham

Bayside Escape~Short Walk to the Beach (1/2 MILE)

Bayside Escape: Short Walk to the Beach. Newly Renovated. Discover the perfect blend of modern design and coastal charm at Bayside Escape, a newly renovated 3-bedroom, 1-bath home ideally situated on the bayside, just a half-mile from the stunning Campground Beach. This beautifully appointed vacation rental places you at the heart of Cape Cod’s summer fun, with easy access to local attractions, including The Landing for delicious ice cream and more.

5 out of 5 average rating, 33 reviews

A warm, cabin-style living area features wooden beams and a plush white sofa adorned with patterned pillows. Natural light streams through the windows, illuminating the inviting space. A dining table with elegant place settings sits alongside minimalist chairs, creating a cozy dining atmosphere.

Home in Eastham

Island Pines~Walk to Beaches/Boutique Oasis

Brought to you by The Heart of Cape Cod, Island Pines is a peaceful, design-forward retreat on exclusive Lieutenant Island. Surrounded by towering pines and natural beauty, this elegant escape blends modern comfort with thoughtful style—gourmet kitchen, luxe linens, Sonos sound, and large deck for slow mornings and sunset wine. Walk to quiet beaches, kayak Loagy Bay, or unwind in curated serenity. It’s where unplugged beauty meets effortless ease.

A bright living area features a high cathedral ceiling with wooden beams. Two comfortable sofas are arranged around a coffee table, and a wood-burning stove is positioned beside large glass doors that open to the outdoor deck. Natural light streams in from the windows.

4.87 out of 5 average rating, 121 reviews

A Cape Escape with Water Views from Every Room

Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

A classic cottage is shown with a wraparound screened porch, surrounded by lush greenery. The structure features a peaked roof and is set near a sandy path leading to the water, under a sky displaying soft evening light.