Cottage holiday rentals in Eastham

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Top-rated cottage rentals in Eastham

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

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Top guest favourite
A hot tub glows with green lighting, set under a dark canopy adorned with small lights. The private area is enclosed by a wooden fence, and decorative elements such as seashells and nautical items enhance the ambiance.
Cottage in South Dennis
4.96 out of 5 average rating, 157 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top guest favourite
A charming outdoor seating area is featured, with a wooden bench adorned with soft blue cushions. Overhead, lush wisteria vines hang gracefully, adding a touch of natural beauty. A small table sits in front, offering a convenient space for drinks or snacks.
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
A green canoe is positioned at the edge of a tranquil lake, reflecting the clear blue sky. Gentle ripples caress the water's surface, framed by lush greenery along the shoreline, creating a serene natural setting.
Cottage in Dennis
4.98 out of 5 average rating, 228 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Top guest favourite
Cottage in Chatham
4.97 out of 5 average rating, 294 reviews

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

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 serene dock extends over a calm pond, featuring two wooden Adirondack chairs positioned invitingly on a grassy surface. The still water reflects the soft clouds and surrounding trees, creating a tranquil setting for relaxation.
Cottage in Eastham
4.96 out of 5 average rating, 267 reviews

The Breeze Overlooking Minister's Pond

The Breeze is a luxurious, romantic cottage by a serene freshwater pond, surrounded by vibrant gardens. Perfect for a peaceful getaway, enjoy kayaking, canoeing, and relaxing on the dock, or explore nearby trails and the Cape Cod Rail Trail with provided bikes. Unwind with evenings by the fire pit, refreshing outdoor shower, and a plush queen bed for ultimate comfort. This private oasis offers tranquility, natural beauty, and 5-star attention to detail for your perfect escape.

Guest favourite
Cottage in North Eastham
4.9 out of 5 average rating, 244 reviews

Classic Cape Cod Cottage

June 8 to 11 just opened up! No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's sits on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

Top guest favourite
A charming cottage is surrounded by greenery, with a stone pathway leading to its entrance. Lush grass and landscaped gardens frame the building, while natural stone steps rise alongside. Sunlight filters through the trees, creating a serene outdoor setting.
Cottage in Wellfleet
4.94 out of 5 average rating, 297 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
Cottage in South Dennis
4.86 out of 5 average rating, 582 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

Top guest favourite
The exterior of a charming cottage is displayed, featuring a shingle facade, light blue front door, and two windows. Lush green grass and colorful flowers surround the entrance, complemented by a clear blue sky and bright sunshine illuminating the scene.
Cottage in North Eastham
4.99 out of 5 average rating, 246 reviews

The Salt Pond Cottage

This is a free-standing private cottage that sleeps 2 comfortably. A spiral staircase leads up to a sleeping loft with a queen size Nectar bed! There is a full futon couch on the main level. This cottage is not handicap accessible. The kitchen has everything you may need. The most spectacular thing about this home is its close proximity to the National Seashore. The salt pond, bike path, and freshwater ponds are also moments away!

Guest favourite
A row of white and teal cottages is aligned along a sandy beach, elevated on wooden stilts. The scene captures a soft pastel sky at sunset, reflecting serene hues over the calm waters, with a distant coastline visible on the horizon.
Cottage in North Truro
4.98 out of 5 average rating, 104 reviews

Private Beachfront, AC, EV, Kayaks, Renovated!

10% off Weeklong Off-Season bookings! Welcome to Larkspur Cottage, part of the "Days' Cottages," one of the 22 white and teal cottages located right before Provincetown, complete with its own private beach, portable AC unit and convenient located next door to an EV charging station! Enjoy majestic views and romantic sunsets. This newly updated cottage is carefully decorated to ensure a comfortable, relaxing, and memorable stay.

Guest favourite
A brick fireplace is centered in the great room, surrounded by wooden walls and a cathedral ceiling. Natural wood floors extend throughout the space, with a cozy ambiance created by the warm tones. A glimpse of sunlight filters through the windows, illuminating the rustic charm.
Cottage in Wellfleet
4.88 out of 5 average rating, 121 reviews

Classic Summer Cottage

Stay at a classic summer cottage, in the Wellfleet woods, yet conveniently located a 5 minute drive from downtown Wellfleet. Built in 1938 by 4 women, it still has much of it's original charm. The great room has wood paneling and a cathedral ceiling. This common area has natural wood floors and a fireplace. 2 cozy bedrooms and a small kitchen and bathroom complete the scene.

Popular amenities for cottage rentals in Eastham

Quick stats about cottage rentals in Eastham

  • Total holiday rentals

    Explore 80 holiday rentals in Eastham

  • Nightly prices starting at

    Eastham holiday rentals start at £97 per night before taxes and fees

  • Verified guest reviews

    Over 3,750 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    70 of Eastham holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Eastham rentals

  • 4.9 Average rating

    Eastham stays are highly rated by guests – averaging 4.9 out of 5!