Cottage vacation rentals in Orleans

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Top-rated cottage rentals in Orleans

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

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Guest favorite
An inviting living area features a light-filled space with vaulted ceilings. A comfortable beige couch is complemented by decorative pillows. A dining table with four chairs sits adjacent to a modern kitchen, while glass doors lead to an outdoor area, enhancing the openness of the room.
Cottage in Mashpee
4.94 out of 5 average rating, 366 reviews

★The Islander | Steps From Water, Fire Pit, AC★

A pristine island getaway. This tastefully decorated cozy cottage is nestled in the Wild Life Sanctuary of Monomoscoy Island. The home is steps from the water with a small water access at the end of the road. The location is great for a family vacation, couples getaway or romantic retreat. You will be minutes from South Cape Beach, New Seabury and the Mashpee Commons. Relax on the large front porch that offers a fire pit and views of the water on either side. Stay with us on your next vacation!

Guest favorite
A cozy living room features a large, light-colored sectional sofa adorned with various decorative pillows. A neutral coffee table sits centrally on a woven area rug. Natural light enters through multiple windows, and a wall-mounted flat-screen TV is visible, enhancing the inviting atmosphere.
Cottage in Dennis Port
4.93 out of 5 average rating, 274 reviews

Walk to Beach - Experience Dennis Beach House - AC

A quaint, cozy, well-decorated & well-equipped Cape Cod cottage located .2 miles away from Sea St Beach and a variety of other bars/restaurants, coffee shops and more. The house sleeps 5 people comfortably and has 1 small bathroom. Kitchen is fully stocked. 4-6 bath towels will be provided. The house has many smart home tech amenities, central air, Temperpedic mattresses, and a lovely & large outdoor space/back deck. First time booking on Airbnb? Save using link: www.airbnb.com/c/brianm30025

Guest favorite
A charming cottage exterior is surrounded by lush greenery and blooming rose bushes, with a white picket fence enclosing the front yard. The gabled roof and shingle siding complement the tranquil landscape, offering a welcoming first impression.
Cottage in New Seabury
4.9 out of 5 average rating, 177 reviews

Quaint Cape Cod Cottage on a Private Beach!

Create magical memories on the Cape at this sweet seaside cottage! A perfect place for a family-friendly getaway or a romantic retreat for two! The new contemporary coastal decor is cozy and comfortable and my place has all of the amenities you could want for your stay! Just steps to a beautiful beach with stunning sunsets and sunrises, cool ocean breeze, and the warm Nantucket Sound. Enjoy Popponesset Marketplace for food, shopping and fun or take a short drive to Mashpee Commons for more!

Guest favorite
A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. The light wood floor complements the bright blue walls, while a flat-screen TV and a coffee table with remote sit within the space. Natural light filters through large glass doors, overlooking a private patio.
Cottage in South Yarmouth
4.92 out of 5 average rating, 506 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Top guest favorite
A charming cottage with a shingle exterior is framed by a vibrant yard. A white picket fence encloses flower beds, and a small patio features an umbrella for shade. A welcoming pathway leads to the front door, surrounded by greenery and a manicured lawn.
Cottage in Chatham
4.97 out of 5 average rating, 272 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

Top guest favorite
A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.
Cottage in Harwich Port
4.95 out of 5 average rating, 387 reviews

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

Guest favorite
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, 170 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 favorite
The cottage exterior features a charming white facade with several windows illuminated in warm light. A welcoming front porch is adorned with potted plants, and an American flag is displayed. The surrounding lawn is well-maintained, enhancing the inviting atmosphere.
Cottage in Barnstable
4.99 out of 5 average rating, 170 reviews

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Guest favorite
A bright and airy interior space features a light wood table accompanied by two chairs. A comfortable gray sofa is positioned nearby, with decorative cushions adding a touch of color. Large windows allow natural light to fill the room, enhancing a cozy atmosphere.
Cottage in South Dennis
4.88 out of 5 average rating, 457 reviews

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

Superhost
The cottage's exterior is framed by lush greenery, featuring a spacious deck with a large blue umbrella and picnic table. Vibrant flower pots add color, while stepping stones lead towards the entrance, inviting guests to enjoy the peaceful surroundings.
Cottage in North Eastham
4.9 out of 5 average rating, 239 reviews

Classic Cape Cod Cottage

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 situated 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 favorite
The exterior of a charming cottage is displayed, featuring a brick chimney and light-colored shingles. Lush greenery surrounds the property, complemented by two blue planters near the entrance. A stone pathway leads to the door, and a picnic table is visible on the adjacent patio.
Cottage in North Truro
4.93 out of 5 average rating, 111 reviews

Unique Waterfront Artist Cottage

Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property.

Top guest favorite
The exterior of a charming two-story cottage is visible, featuring light grey shingles and blue-striped awnings. A well-maintained lawn with colorful flowers and greenery surrounds the house, while a gravel path leads to the entrance. Sunlight casts a warm glow over the scene.
Cottage in South Yarmouth
4.93 out of 5 average rating, 116 reviews

Cape Cod charmer 5 minute walk to Ocean beaches

Your oasis to relax, quite street, private back yard with large deck, gas grill, outdoor shower, breezeway and front deck. About a 5 minute walk to two ocean beaches on Nantucket Sound. Enjoy your morning coffee on a park bench as the sun rises over the ocean. Walking distance via sidewalk to beaches, seafood restaurant, Bass River beach pier and Joshua Baker windmill. Saturday to Saturday weekly rentals from late June to early Sept.

Popular amenities for Orleans cottage rentals

Quick stats about cottage rentals in Orleans

  • Total vacation rentals

    Explore 30 vacation rentals in Orleans

  • Nightly prices starting at

    Orleans vacation rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 1,350 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    30 of Orleans vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Orleans rentals

  • 4.9 Average rating

    Orleans stays are highly rated by guests—averaging 4.9 out of 5!