
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 $196 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wifi availability
30 of Orleans vacation rentals include wifi 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
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
★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 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.
4.9 out of 5 average rating, 177 reviewsCape 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.
4.93 out of 5 average rating, 197 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, 122 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
Walk 7/10 mile to Beaches *Dog Friendly*
4.97 out of 5 average rating, 140 reviewsPrivate cottage rentals

SeaShell Cottage ★Bass River★Beach★Bike★ Fish★Golf
5.0 out of 5 average rating, 116 reviews
Red River Beach Getaway
4.94 out of 5 average rating, 110 reviews
Oyster Isle-Steps from the Beach!
4.91 out of 5 average rating, 128 reviews
Memorable Moments Cottage
4.89 out of 5 average rating, 150 reviews
Cozy 3 bedroom cottage in the Heart of Wellfleet
4.92 out of 5 average rating, 142 reviews
The Salt Pond Cottage
4.98 out of 5 average rating, 264 reviews
Chatham Cottage - Quiet and Quaint - Beach-Bicycle
4.92 out of 5 average rating, 128 reviews
Oceanview Cottage, Million $ View Sea Street Beach
4.93 out of 5 average rating, 106 reviewsDestinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Atlantic City Vacation rentals
- Salem Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Bar Harbor Vacation rentals
- Rentals with breakfast Orleans
- Rentals with pools Orleans
- Family-friendly rentals Orleans
- Rentals with lake access Orleans
- Rentals with a kayak Orleans
- Waterfront rentals Orleans
- House rentals Orleans
- Beachfront rentals Orleans
- Apartment rentals Orleans
- Pet-friendly rentals Orleans
- Rentals with beach access Orleans
- Cottage rentals Barnstable County
- Cottage rentals Massachusetts
- Cottage rentals United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Saquish Beach
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Popponesset Peninsula
- Cape Cod Canal
- Falmouth Heights Beach
- Pinehills Golf Club
- Race Point Beach
- Inkwell Beach
- Coast Guard Beach
- Cape Cod Inflatable Park
- Cahoon Hollow Beach
- Nickerson State Park
- Sea Gull Beach
- Marconi Beach





