Holiday rentals in Lieutenant Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Lieutenant Island

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

1 of 1 pages1 / 1
Top guest favourite
Tiny home in Wellfleet
4.98 out of 5 average rating, 369 reviews

Writer’s Cabin • On-Site Hot Tub & Wood-fire Sauna

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.

Guest favourite
An inviting living area features a spacious white sectional couch adorned with patterned throw pillows. A round glass coffee table is centered in front. Natural light streams through large windows, framed by light wood blinds, while decorative artwork and plants enhance the cozy atmosphere.
Cottage in Wellfleet
5.0 out of 5 average rating, 21 reviews

“The North Star”- sweet cottage near bayside beach

Originally built in the 1940's, and lovingly restored in 2021, this charming 2+ bedroom is the ideal Cape Cod cottage, perfect for a family of 3-4 w/young children. Located in the picturesque town of Wellfleet, it is a 10 min drive to the National Seashore, 5 min drive to town & less than a mile to beautiful bay side Indian Neck Beaches. It is small, but well-equipped, with an open living/dining/kitchen area, 2 bedrooms, 3 season porch, private deck w/ Weber grill & enclosed outdoor shower.

Top guest favourite
Home in Eastham
5.0 out of 5 average rating, 10 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, 204 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
A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.
Home in South Dennis
4.98 out of 5 average rating, 56 reviews

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

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, 301 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 Wellfleet
5.0 out of 5 average rating, 44 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.

Top guest favourite
A bright bedroom features large windows that showcase sweeping views of the beach and ocean. Natural light floods the room, highlighting the spacious bed draped in white linens. A cozy gray blanket sits on the bed, and a patio umbrella is visible on the deck outside.
Cottage in Truro
4.98 out of 5 average rating, 84 reviews

Beachfront, EV, 7 mins to Ptown, Newly Renovated!

10% off Weeklong Off-Season bookings! Welcome to Atabey Cottage, named after the Taino Goddess of the sea, marine tides, lakes and streams! Located right next to the historic Days’ Cottages! A 7 minute ride to Downtown Provincetown and complete with your own private beach and conveniently located next door to a public EV charging station! Additional photos and videos: @larkspur.dayscottages #OuterCapeCottages Take 10% off for weeklong bookings!

Superhost
An open living area features a comfortable gray sofa facing a round dining table and chairs. A full kitchen is equipped with modern appliances, including a stainless steel refrigerator. Natural light brightens the space through large windows, complemented by light-colored wooden flooring.
Cottage in South Dennis
4.86 out of 5 average rating, 594 reviews

Beachfront Cottage on White Pond (Marshmallow)

Our Cottage sits directly on White Pond tucked away on acres of private property. Our cottage offers a private beach, deck, outdoor shower, outdoor dining area all while enjoying Cape Cod. White Pond is ideal for swimming, boating and fishing. The bike path and well known beaches are less than 2 miles and near to many delicious restaurants. There is another cottage on this property that sleeps four if you have other guest wanting to join

Guest favourite
A charming cottage exterior is showcased, featuring natural wood shingles and red shutters. A bright orange door provides a welcoming entrance. Lush green leaves frame the image, highlighting the serene surroundings of the property against a clear sky.
Cottage in Wellfleet
4.87 out of 5 average rating, 67 reviews

Wellfleet~Beautiful One Day Perfect The Next

Are you looking for the perfect getaway in charming Wellfleet? This two-bedroom cottage is located in a private, detached cottage village. Enjoy the beautiful SEASONAL in-ground pool (OPENS July 4th & CLOSES LABOR DAY) and a welcoming family-friendly atmosphere. The cottage is centrally located with a five-minute drive to both bay and ocean side beaches, freshwater kettle ponds, Wellfleet center, and the rail trail!

Top guest favourite
A rustic cottage is seen with a light-colored exterior and a shingled detailing. The porch features a small table surrounded by four chairs, while two lounge chairs sit nearby. Large windows allow natural light to enter, framed by a backdrop of trees.
Cottage in Wellfleet
4.99 out of 5 average rating, 70 reviews

Wellfleet Cottage By The Sea

Small, rustic cottage on the beach for one or two couples. Back door opens onto a long driveway to a sand road, front door opens onto a stairs to the beach. It's like a movie or book come to life. If you love The Notebook or The Outermost House you'll likely fall in love with the place. Please note, this property has NO HEAT.

Popular amenities for Lieutenant Island holiday rentals