Cottage vacation rentals in Orleans

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Top-rated cottage rentals in Orleans

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Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 103 reviews

Steps to the Beach Kid Friendly

Sip your coffee on the patio or at the water with the sandpipers , spend some family time at the swings, making sandcastles or swimming in the warmer waters of Nantucket sound. It's all just footsteps from your door! Nip back to the cottage to cool off before heading out to enjoy the local attractions. You’ll also be just 3 miles from the bike trail! Return for a blissful end to your day watching a beautiful Cape Cod beach sunset and enjoying the starry sky. *Positive reviews required please

Jun 12 – 19

ﺩ.ﺇ1,306 per night

Guest favorite

Cottage in Eastham

4.95 out of 5 average rating, 207 reviews

The Breeze Overlooking Minister's Pond

Welcome to an absolutely spotless, pristine, romantic cottage directly on a freshwater pond. Centrally located in beautiful Eastham, the Breeze is within walking distance to the Salt Pond Museum and Visitor Center and hiking trails. Take one of the electric bikes provided and hop on the bike path (the CCRT) which is just down the street. Kayak or canoe on the pond. Featured on WNAV "Romantic Winter Getaways". Award winning recommendations guide provided with each stay. *Sat-Sat in July & Au

Oct 8 – 15

ﺩ.ﺇ973 per night

Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 217 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

Nov 18 – 25

ﺩ.ﺇ613 per night

Guest favorite

Cottage in Orleans

4.93 out of 5 average rating, 128 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!

Oct 21 – 28

ﺩ.ﺇ1,059 per night

Guest favorite

Cottage in Chatham

4.96 out of 5 average rating, 217 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.

Oct 11 – 18

ﺩ.ﺇ849 per night

Guest favorite

Cottage in Harwichport

4.94 out of 5 average rating, 300 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.

Feb 10 – 17

ﺩ.ﺇ2,103 per night

Guest favorite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a sought after cape style cottage community. It offers a Private Association Beach. The cottage has water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. You can also Walk, Bike, or Fish on Cape Cod Canal. Close to restaurants, hiking trails, and Mass Maritime. Last Min May-10% off, 3,4,5 day 10% off.

Oct 6 – 13

ﺩ.ﺇ436 per night

Superhost

Cottage in Dennis

4.83 out of 5 average rating, 116 reviews

Adorable Cottage! Wlk 2 Beach! Cntrl AC! Fire Pit!

Welcome to Sunny Daze Cottage! Just a stone's throw from Sea Street Beach, this cozy retreat is perfect for you and your loved ones. Relax on the screened porch or chill indoors with central AC. Enjoy the spacious back deck for BBQs and sunbathing in the fenced yard. End your day around the fire pit or with a glass of wine on the porch! 2 Min Drive to Pelham House 3 Min Drive to The Sailing Cow 2 Min Drive to Garden Mini-Golf Explore Capecod magic with us & Learn More Below!

Feb 6 – 13

ﺩ.ﺇ659 per night

Guest favorite

Cottage in East Orleans

4.95 out of 5 average rating, 107 reviews

Distiller’s Cottage Nauset Beach East Orleans, MA

Escape to this 1 bedroom cottage on a private country compound hidden in conservation land- 1.5 miles from Nauset Beach, 1.5 miles from downtown Orleans. This 750 sq ft two-story cottage provides all the amenities necessary for a couple or small family (2 adults with 2 children - 4 MAX as it is a 1 BR) including lines, cable and ac. Please read full description before booking. ONE parking space max. Bathroom is located on first floor. No pets or 3rd party bookings.

Dec 20 – 27

ﺩ.ﺇ1,098 per night

Superhost

Cottage in Dennis

4.88 out of 5 average rating, 353 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!

Dec 7 – 14

ﺩ.ﺇ743 per night

Guest favorite

Cottage in Eastham

4.9 out of 5 average rating, 343 reviews

Barn Cottage on Minister Pond

Newly renovated cozy heated Barn Cottage (not attached to house- privacy!) on Minister Pond with dock access to canoe/ new queen size bed/equipped kitchen/large deck overlooking pond/gas grill/private yard/2 minutes to ocean or bay beaches and bike trail in National Seashore/ many local attractions, and restaurants! Please note the new 12.45% short term rental tax is now in effect and will be added to your base. Thank you

Nov 24 – Dec 1

ﺩ.ﺇ526 per night

Guest favorite

Cottage in Eastham

4.91 out of 5 average rating, 189 reviews

Classic Cape Cod Cottage

15 min walk to the best bayside beach. Very peaceful setting. Four night minimum stay from April 15 to June 15. June 15 to Sept 10 there's a 7 night minimum stay, from Saturday to Saturday. 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.

Apr 21 – 28

ﺩ.ﺇ587 per night