
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 ﺩ.ﺇ 514 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.
4.82 out of 5 average rating, 129 reviews
Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass
RARE: DIRECT OCEANFRONT & BEACHFRONT CAPE COD COTTAGE — DOG FRIENDLY — LOCATED ON THE COTTAGE’S VERY OWN PRIVATE BEACH! Lil’ Sea Sass is a 3 BR vintage beach cottage that is nestled in the dunes offering unparalleled ocean views and is located in a very private serene setting. This oasis is near the end of a private road and then down a long drive — with free guaranteed parking for 2+ cars! Amenities include: gas fireplace, fire table, FAST WIFI, central AC & heat, and an outdoor shower.
4.85 out of 5 average rating, 469 reviews
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.
4.9 out of 5 average rating, 101 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
4.96 out of 5 average rating, 169 reviews
Red River Beach Getaway
South of Route 28 - Nine houses from Red River Beach one of the cape's most family friendly beaches - Harwich's only beach with public non resident parking. 1.5 miles from downtown Harwich, this spacious 3 bedroom 2 bathroom home has a large, open living room with vaulted ceilings. Enjoy dinner on the large back deck, overlooking a private yard, perfect for lawn activities. Other amenities include central AC, outdoor shower, laundry, cable television, WiFi internet and more. Linens included
4.94 out of 5 average rating, 110 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
4.98 out of 5 average rating, 249 reviews
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)
4.99 out of 5 average rating, 106 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
4.93 out of 5 average rating, 301 reviews
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.
4.97 out of 5 average rating, 104 reviews
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!
4.92 out of 5 average rating, 159 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
4.97 out of 5 average rating, 295 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.
4.95 out of 5 average rating, 431 reviewsPopular amenities for Orleans cottage rentals
Cottage rentals with a hot tub

Hideout at Water's Edge, 131 North Shore Blvd, #4
4.92 out of 5 average rating, 319 reviews
Lakeside Waterfront House in Harwich: 4+beds, 3bth
4.91 out of 5 average rating, 43 reviews
The Front Cottage: Waterfront/Dock/Hot tub
4.86 out of 5 average rating, 42 reviews
Modern 1 bedroom cottage on 2 acres of waterfront.
4.94 out of 5 average rating, 32 reviewsPet-friendly cottage rentals

5 min walk to beach w/modern amenities
4.99 out of 5 average rating, 148 reviews
Charming cape cod cottage
4.98 out of 5 average rating, 159 reviews
Charming Cottage near Beach and Ferry.
4.84 out of 5 average rating, 272 reviews
Large Sunny Deck, Harbor View, Walk to Town.
4.99 out of 5 average rating, 123 reviews
Walk to beach - firepit - fireplace
4.94 out of 5 average rating, 246 reviews
LUXHOME★Walk2Beach★Firepit★PetOK★Kingbed
4.99 out of 5 average rating, 214 reviews
Unique Waterfront Artist Cottage
4.93 out of 5 average rating, 128 reviews
Charming Cape Near Beaches + Dog Friendly
4.96 out of 5 average rating, 132 reviewsPrivate cottage rentals

SeaShell Cottage ★Bass River★Beach★Bike★ Fish★Golf
5.0 out of 5 average rating, 116 reviews
The Perfect Cape Retreat
4.95 out of 5 average rating, 217 reviews
Cozy 3 bedroom cottage in the Heart of Wellfleet
4.92 out of 5 average rating, 143 reviews
Beachfront Cottage on White Pond (Marshmallow)
4.86 out of 5 average rating, 610 reviews
Cozy cottage in Harwich Port - 100 steps to beach
4.97 out of 5 average rating, 108 reviews
@TheCapeSummerHouse - 2bdrm Cottage in Dennisport
5.0 out of 5 average rating, 135 reviews
Oyster Isle-Steps from the Beach!
4.91 out of 5 average rating, 128 reviews
The Salt Pond Cottage
4.98 out of 5 average rating, 264 reviewsDestinations to explore
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