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Holiday rentals in Lieutenant Island

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Top-rated holiday rentals in Lieutenant Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming outdoor deck area features a large picnic table surrounded by lush greenery and colorful flower beds. Two comfortable chairs are positioned nearby, with an umbrella providing shade. The sunny, serene setting is complemented by a clear blue sky in the background.
Cottage in Wellfleet
5 out of 5 average rating, 108 reviews

Large Sunny Deck, Harbor View, Walk to Town.

Classic little Cape cottage in an ideal location. Less than ten minute drive to amazing ponds and bayside or ocean beaches. Views of the harbor from the large sunny deck with attached outdoor shower. Ten minute walk into town along Duck Creek marsh & over scenic Uncle Tim’s Bridge. Visit the shops & galleries, have lunch or grab a drink at one of the many restaurants in town. Walk to the fish market and come home grill dinner on the deck. 15 minutes bike ride to the closest ocean beach.

Guest favourite
Flat in Bourne
4.88 out of 5 average rating, 8 reviews

Cozy beachside apartment

Only an hour away from Boston, making it easy to plan your visit. Only a 5 minute walk to beautiful Sagamore beach, and easy hopping point if you’d like to go further down Cape Cod. 25 minutes from both Hyannis and Woods Hole to hop on the ferries to Nantucket / Martha’s Vineyard. 5 minute drive to the nearest grocery store and 20 minutes from two hospitals. Feel free to make use of both of my paddle boards or my tandem, two-person kayak, which stays down at the beach in the summer for you!

Top guest favourite
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.
Home in Wellfleet
4.91 out of 5 average rating, 197 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.

Guest favourite
A charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.
Guest house in Wellfleet
4.97 out of 5 average rating, 196 reviews

Abundant Blessings Cottage – Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

Guest favourite
An outdoor deck extends over panoramic views of the waterfront, featuring a dining table with dark wood chairs shaded by a green umbrella. The deck is surrounded by lush greenery and offers ample space for relaxation and dining, enhancing the outdoor experience.
Cottage in Wellfleet
4.9 out of 5 average rating, 177 reviews

Cape Cod Spectacular Waterfront Cottage

Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

Superhost
A bright living area features large glass doors opening to an expansive view of Cape Cod Bay. Light wood flooring enhances the warmth of the space, furnished with a comfortable white sofa adorned with blue accent pillows and a wooden coffee table.
Cottage in Brewster
4.85 out of 5 average rating, 65 reviews

BeachFront Private Beach Amazing Views WIFI

Sunset Cottage, Amazing Location on a secluded bluff, with fantastic views of Cape Cod bay, Beach front! A/C WIFI Simple Cottage, natural setting, safe quiet clean Beautiful huge Private beach for 3 cottages and the main house. All photos are on the property Desirable Brewster MA on the Bay. Amazing sunset views over the ocean from every room. Full kitchen, large living room, Master Queen bedroom, 2nd queen bedroom (coolgel matress), Long wide private beach. 360 feet long!!

Guest favourite
A modern kitchen is positioned alongside a spacious living area, featuring light wood flooring. A well-defined rug adds warmth to the space, while natural light fills the room through large windows. Simple cabinetry and kitchen appliances are visible, showcasing a functional layout.
Flat in Wellfleet
4.87 out of 5 average rating, 23 reviews

4B Blockhouse Studio

Welcome to Doub-Erickson House, the best location in Wellfleet. This fully self-contained flat in a 2 centuries old whale merchant's home on Duck Creek is perfect for active types who prefer to walk instead of drive. Ideal for kayakers & bikers. Steps from Wellfleet's best restaurants, town pier and the village center shopping & market. We have 5 flats. If one is booked on your dates, look for Calypso, Boulevard, Garden, or Green Frog. Rent multiple apartments for larger parties.

Top guest favourite
The cottage showcases a classic Cape Cod design, framed by greenery and a gravel pathway. A standalone structure is visible with a sloped roof and a front door lined with dark shutters. Sunlight casts a warm glow on the exterior against a clear blue sky.
Home in Dennis
4.93 out of 5 average rating, 321 reviews

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.

Top guest favourite
Guest house in Wellfleet
4.98 out of 5 average rating, 56 reviews

Wellfleet Oasis

Unwind in this calm, stylish studio oasis. Stroll to Mass Audubon or bike just 1.3 miles along the trail next to our development to reach Marconi Beach. Enjoy local restaurants, a flea market, and Wellfleet Drive just 0.9 miles away. A small market on the Eastham-Wellfleet line offers essentials, sandwiches, and drinks. With owners on-site, the space features a private entrance, a deck with an electric grill, and an outdoor solar shower for rinsing off after a sunny day.

Top guest favourite
A charming cottage is nestled on a hillside, surrounded by lush greenery. The exterior features a light wood facade and a welcoming front porch with seating. The landscaped yard is manicured, offering a natural setting that blends harmoniously with the surrounding environment.
Cottage in Wellfleet
4.94 out of 5 average rating, 298 reviews

Hillside Cottage

A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

Top guest favourite
Home in Eastham
5 out of 5 average rating, 41 reviews

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.

Superhost
Aerial view of a coastal home surrounded by lush trees, showcasing scenic water views at sunset. The sun sets over the horizon, casting warm tones on the landscape, while tidal flats and marshlands create a serene backdrop.
Home in Wellfleet
4.75 out of 5 average rating, 8 reviews

Family & Pet Getaway | Scenic Views |Cape Cod Home

Experience the peaceful charm of Wellfleet in this colonial-style home featuring five spacious bedrooms and modern amenities. Nestled on a 0.65-acre lot, this lovely retreat offers stunning water views and is perfect for families or groups looking to unwind in a beautiful setting. With a well-equipped kitchen, cozy living areas, and proximity to local favorites, we've got you covered with everything you need for a relaxing stay on Cape Cod.

Popular amenities for Lieutenant Island holiday rentals