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
Home in Eastham
4.96 out of 5 average rating, 98 reviews

New modern style Cape Cod escape

Beautifully furnished,fully renovated 3BD,2BT duplex in a Fantastic location. Spacious yard. At the end of a cul-de-sac. Within minutes of Beaches, Trails, Great Pond and Wiley Park. The open living space invites gatherings of family and friends. Modern bathrooms, fully equipped kitchen with new appliances. Great outdoor space, patio, big tables,grill, plenty of parking, A/C window units, W/D. Sleeps up to 6 people.Linens, towels, beach towels/chairs & an umbrella provided.Peaceful Cape Cod home

Top guest favourite
Tiny home in Wellfleet
4.98 out of 5 average rating, 366 reviews

Writer’s Cabin • On-Site Spa w/ Hot Tub & Massage

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

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.

Top guest favourite
Home in Eastham
5 out of 5 average rating, 6 reviews

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!

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, 198 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
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.

Top guest favourite
The exterior of the beach house displays a welcoming porch adorned with two light blue Adirondack chairs and a small table. A bird feeder hangs nearby, while a decorative lantern and a birdbath provide additional charm. The entryway features a bright yellow door with a sign reading 'Cottage.'
Cottage in Eastham
4.98 out of 5 average rating, 104 reviews

Cottage Getaway walk to beach

This Cute As Can Be Beach House is looking for guests! Just a five minute stroll to the beach, The Cottage is the perfect spot for a getaway. Open floor plan with spacious living-room, two bedrooms and bath. Large yard with outdoor shower and a hammock big enough for two! Includes beach chairs, towels, cooler. A true gem! Amenities -Air Conditioning -Heat -Smart TV -Wi-Fi -Gas grill/firepit -Two patios -Washer/Dryer -Outdoor shower - Parking -Adirondack chairs -Amazing sunsets

Superhost
Cottage in Eastham
4.75 out of 5 average rating, 4 reviews

Quiet Private 3-Building Retreat with Marsh Views

Quiet, private 3-building retreat overlooking protected marshland. A 2 bedroom main cottage plus separate lounge cottage with TV & half bath and a dedicated laundry house offer space and flexibility. Tucked on a peaceful dead-end street, ideal for nature lovers, walkers, cyclists, and those seeking calm and privacy. Start your mornings with coffee overlooking the marsh, spend your days biking or exploring nearby beaches, and unwind in the evening with the quiet sounds of nature.

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)

Guest favourite
A warm, wooden interior features a cozy seating area with a leather chair and nautical decor. A fireplace is centered on the wall, complemented by a decorative sailboat. Soft natural light filters through a window draped with a white curtain, enhancing the inviting atmosphere.
Cottage in Wellfleet
4.93 out of 5 average rating, 15 reviews

Wellfleet Cozy Cottage, 5 Minutes to Beaches

July and August 2026 weeks open! Experience Cape Cod charm in this cozy 2BR, 1BA cottage with a secluded deck surrounded by woodlands. Just 5 minutes to Wellfleet’s bay and ocean beaches, downtown, bike trails, and bike rentals. Features a spiral staircase to a loft queen bedroom, full kitchen, WiFi, TV, AC/heat, and free parking. Linens and towels included (a Cape Cod rarity). Shared coin laundry onsite. Self check-in for flexible arrivals.

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