
Cottage vacation rentals in Orleans
Find and book unique cottages on Airbnb
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 G$29,281 GYD per night before taxes and fees

Verified guest reviews
Over 1,480 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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

4.8 Average rating
Orleans stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated cottage rentals in Orleans
Guests agree: these cottages are highly rated for location, cleanliness, and more.

2BR Directly on Pleasant Beach – 30 Steps to Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.
LocationValueWifi

Modern, Clean Cottage • Walk to Campground Beach
Just 900 steps to Cape Cod Bay, this Bay Road property offers two ajacent quiet cottage units situated on 3/4 of an acre in the Campground Beach area of North Eastham. This charming cottage area provides a perfect setting for your memorable vacation. The National Seashore beaches, the Audubon, and cape cod rail trail (bike path) are easily accessible. Other activities such as restaurants, mini golf, bike rentals are nearby. The property is newly renovated, with new kitchen, bath and flooring.
ValueFamilyCleanliness

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
FamilyValueComfort

Hobbit Cottage with Marsh View
Are you special enough to stay at the Hobbit Cottage? All of our tenants have been magical so far and we want to continue that trend! This cute little house is on a lovely marsh where you will hear birdsong while you enjoy the ever changing view of the gentle wetland. A mini paradise nestled in a quiet neighborhood, it is an easy bike ride or a short drive to Nauset Beach. Tiny and cozy, the cottage has every amenity for a comfortable stay! (7 Day SATURDAY - SATURDAY Minimum July 11 - Sep 5)
ValueFamilyGetting around

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
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Cozy Condo/Cottage on Cove, Walk to Town
Welcome! Enjoy a Fabulous 180 degree water view out our master bedroom and living room. Walk to Orleans village, art galleries, restaurants & shopping. Bike to Beaches and baseball all within a mile. One floor condo is good for couples, solo adventurers, small families. One full bath with shower and one half bath, plus an outdoor shower. Master BR has Queen bed. Second BR has a queen bed with a twin pull out. We have tiny ants in the kitchen. We set ant traps and a mint plant by the sink.
FamilyLocationAir conditioning

Cape Cod Cottage with view of Orleans Town Cove
The cottage is very clean, cute and comfortable and has every thing you might need. Situated in a quiet, friendly little neighborhood, right next to the famous Cottage Street Bakery, yet you would never know you are so close to town! It is centrally located within walking distance to restaurants, shops and bike path, with the Ice Cream Cafe right down the street on the corner. 3 miles to all beaches. Access to the Cove including kayak rental is just down the street. Perfect location!
LocationFamilyNearby

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
FamilyValueOutdoor spaces

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.
FamilyValueParking
Cape Cod Classic Cottage Near Forest Beach
See Cape Cod at its most traditional in this cozy, fully renovated cottage. Get a good night's sleep in the cozy bedrooms with central a/c and blackout shades. Prepare for the day in the clean and bright interior. Pack up your beach chairs and cooler and take a short walk down to Forest Beach. Grab your bike and hop on the Cape Cod Rail trail nearby or take a short drive into charming downtown Chatham. After a day in the sun, unwind in the hammock or enjoy a BBQ on the deck.
LocationValueNearby

Distiller’s Cottage Nauset Beach East Orleans, MA
Escape to this 1 bedroom cottage on a private country compound 1.5 miles from Nauset Beach, 1.5 miles from downtown Orleans. This 750 sq ft two-story house provides all the amenities necessary for a couple, including linens. ONE parking space max. Bathroom is located on first floor. No pets or 3rd party bookings. Please note: Free range chickens on property. Chicken coop is within 50 feet of cottage (but my bedroom is directly across from the coop).
LocationFamilyKitchen

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 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)
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Popular amenities for Orleans cottage rentals
Cottage rentals with a hot tub

Hideout at Water's Edge, 131 North Shore Blvd, #4
LocationValueBackyard

Lakeside Waterfront House in Harwich: 4+beds, 3bth
ValueLocationIndoor spaces

The Front Cottage: Waterfront/Dock/Hot tub
ValueLocationNearby

Modern 1 bedroom cottage on 2 acres of waterfront.
LocationFamilySleep quality
Pet-friendly cottage rentals

★Waterview ★Pet Friendly ★Kayaks ★Trails ★
LocationFamilyLaundry

Charming cape cod cottage
ValueFamilyDecor

5 min walk to beach w/modern amenities
FamilyLocationBreakfast

Cape Cod Spectacular Waterfront Cottage
FamilyValueIndoor spaces

Charming Cottage near Beach and Ferry.
ValueFamilyBeach

Walk to beach - firepit - fireplace
FamilyLocationBeach

Walk 7/10 mile to Beaches *Summer Fri-Fri* Dogs OK
LocationValueLayout

Unique Waterfront Artist Cottage
FamilyLocationHospitality
Private cottage rentals

Chatham Cottage - Quiet and Quaint - Beach-Bicycle
LocationFamilyAmenities

Red River Beach Getaway
FamilyLocationCleanliness

Cozy 3 bedroom cottage in the Heart of Wellfleet
ValueLocationParks

The Salt Pond Cottage
LocationFamilyAmenities

The Perfect Getaway in Wellfleet
LocationValueHiking

The Bird’s Nest at Nauset Beach
FamilyLocationOutdoor spaces

Nauset Heights Cottage- 5 minute walk to beach!
LocationFamilyParking

Bright and Sunny Cranberry Cottage #11
LocationValueQuiet
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