Nestled in Barnstable County, Orleans is a quaint town that is famous for its beautiful beaches, shops, and delicious seafood restaurants. Orleans is home to Nauset Beach, Skaket Beach, and several smaller beaches within the town. Visitors can enjoy plenty of activities such as swimming, sunbathing, kayaking, and windsurfing while here. Orleans is also home to Cape Cod Baseball League for college players. Adventure seekers will surely love exploring Cape Cod Rail Trail and marveling at the beauty of nature. For those looking to do some shopping, downtown Orleans is home to many unique shops and boutiques. So whether you’re looking for a relaxing vacation or an action-packed getaway, read on for a list of the top vacation rentals in Orleans, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 31, 2024.
1. Charming cottage with lovely deck (from USD 371)
This charming cottage is within walking distance of Bakers Pond, which is perfect for swimming, fishing, or kayaking. The kitchen is fully equipped with all the essentials, and there’s even a washer and dryer for your convenience. The living room is complete with an electric fireplace and TV, ideal for spending quality time after a long day exploring the nearby beaches.
Outside, there’s a lovely deck perfect for enjoying the fresh Cape Cod air. Moreover, it’s pet-friendly, so you can bring one furry friend along for the trip.
Top guest reviews
Amenities & Room:
really nice big deck with excellent table and chairs where we ate all our mealseveryone had their own space and the common areas were very comfortableit is in need of some upgrades to make a stay a bit more comfortable and appealingCleanliness:
neat and clean just as advertisedvery clean and well equipped for rentersclean accommodations with everything you need for a week-long stay with a family and a pupthe house was clean convenient and the owner judy was very attentive and helpfulHost:
she was very helpfuljudy was a perfect hostshe was also extremely responsive and quick to recommend restaurantstop notch judy is awesome and attentivethe owner does provide linens and towels which is very niceRead more reviewsLocation:
baker's pond is very close by and a great place to go for a swimthe location of this house is perfect in my opinion
2. Pet-friendly home with sun porch (from USD 463)
This lovely home is just a short walk from Nauset Beach, making it the perfect spot for summer fun. The sun porch is the perfect place to relax after a long day at the beach, and the fire pit is great for roasting marshmallows or simply enjoying the night sky. The dartboard is also a great way to entertain guests of all ages. This rental is pet-friendly, so you can bring your furry friend along for the vacation!
Top guest reviews
Amenities & Room:
the kitchen was well-equipped and having the grill was greatRead more reviewsLocation:
it is so close to nauset beach and many orleans attractionsthe house was in a good location with easy access to nauset beach and a short drive from town
3. Comfy studio close to Nauset Beach (from USD 250)
This cozy little studio is the perfect place for a romantic getaway or a solo adventure. It’s just a five-minute walk from Nauset Beach and has a small kitchenette for preparing meals. And, since it’s so close to the beach, you’ll have plenty of opportunities to enjoy the sun and sand.
There’s also a TV and Wi-Fi, so you can stay connected during your stay. There’s also a small patio area with a table and chairs perfect for enjoying the summer weather.
Top guest reviews
Amenities & Room:
one review hit the wifi we found a router in the room with a strong signaldark furniture (paint it white?) and super outdated bathroom fixturespositives: short walk to beach comfy beds beach chairs provided easy check in/out processCleanliness:
the room is bright clean and upbeatit was clean had a well stocked kitchenette and the bathroom is small but pretty and modernclean well maintained and close to the beachthe property was clean close to the beach and exactly as listedRead more reviewsLocation:
loved being so close to the beach while in a totally residential neighborhoodso many small nice touches and so close to the beachcute little getaway house very clean 5 minute walk to a beautiful beachreally lovely room new bathroom close to the beachwalking distance close perfect if you need a place to hang your hat
4. Fully furnished cottage near Bakers Pond (from USD 216)
This pristine cottage in Orleans is the perfect summer getaway! The living room is spacious and features a comfortable sofa including a TV for watching movies or shows. The kitchen is fully equipped with all the amenities you need to prepare your meals. Moreover, this charming cottage has an outdoor shower that is perfect for rinsing off after a day at the beach.
The property is just a short walk away from Bakers Pond, where you can go swimming, fishing, or kayaking.
Top guest reviews
Amenities & Room:
a/c units work greatthe cottage was welcoming fully equipped and oh so comfortablethe cottage is well appointed and comfortable on every levelCleanliness:
great little super clean cottage with so many unexpected extrasthe place itself was very clean cute and the kitchen was well stockedthe space is clean comfortable well-equipped and is exactly as picturedthe cottage was spotless and comfortablethe cottage is adorable and very cleanHost:
the owners made us feel very welcomethe owners were very easy to reach with any questions we hadthe hosts were also very nice and responsivethe hosts are exceptionally responsivethe owners were very easy to communicate with and punctualRead more reviewsLocation:
the location is greatit was a good location for exploring cape codreally amazing locations to walk/run/bikegreat location and wonderful hoststhe property was in a beautiful spot on a street conveniently located right off of 6a
5. Ideal vacation rental with large deck (from USD 209)
Whether you’re looking to relax or stay active, this is the perfect rental for your next vacation in Cape Cod. This holiday home has a large deck with plenty of seating, perfect for enjoying the outdoors. The upper floor of the home has everything you need, from a spacious living room with plenty of natural light to a full kitchen with modern appliances and a cozy dining area.
You’ll also have access to Wi-Fi and a foosball table, making it easy to stay entertained. And with multiple bedrooms, there’s plenty of space for everyone to spread out and relax. Plus, the location is ideal - you’ll be close to town but have plenty of privacy.
Top guest reviews
Amenities & Room:
overall loved the space but for a sleeps 8 i expected more seating in the living roomoverall loved the space but for a sleeps 8 i expected more seating in the living roomCleanliness:
beautiful private home clean and a well stocked kitchenbeautiful private home clean and a well stocked kitchenspacious modern and stylish cleanthe home itself is lovely and was very clean upon our arrivalRead more reviewsLocation:
beautiful space close to all the great things orleans and the cape has to offer
6. Quaint home with spacious living room (from USD 286)
This quaint home is situated in a quiet neighborhood, yet it’s still centrally located near some of the best beaches in Orleans, making it the perfect spot for sun-seekers and water lovers. The living room is spacious and has a large flat-screen TV, perfect for relaxing after a long day of exploring everything that Cape Cod has to offer! WiFi is included so you can stay connected while on vacation. There is also a washer and dryer available for use.
The deck has outdoor furniture and a gas grill, so you can enjoy the outdoors.
Top guest reviews
Amenities & Room:
two king beds and one queen bed were all excellent and comfortableoutdoor shower and great deck out front as wellcentral air was a great perk and the kitchen was amply stocked with everything we needed for cookinggreat room was perfect for hanging out cooking eatingCleanliness:
it was clean and surprisingly spaciousthe house was clean and spaciousit was clean spacious and was tastefully decoratedspacious nice bathrooms everything on one floor convenient and cleanHost:
the owner very helpfulthe owners were very accommodating and easy to contactart and meredith were wonderful hostsvery kind thoughtful and helpful rental property owners who live next doorit was very easy to communicate with the ownerRead more reviewsLocation:
the location in orleans was idealgreat property close to all attractionsgood central location for orleans downtown shops and restaurantswe found the location was great we were just a few minutes drive from 2 beachesgreat location in orleans yet set back on a quiet street
7. Fully equipped cottage with spacious garden (from USD 325)
This cottage is the perfect place to relax and enjoy all that Nauset Beach has to offer. It is fully equipped with everything you need to cook meals, including a full kitchen with all the necessary appliances. The living room is comfortable and spacious, with plenty of seating for everyone. The bedrooms are cozy and inviting, with soft beds and plenty of storage space.
There is a washer and dryer so you can keep your clothes clean during your stay. Moreover, there is a sunlit deck as well as a spacious garden perfect for al fresco dining.
Top guest reviews
Amenities & Room:
the cottage was very cozy with a great back decknewly updated outdoor shower… new beach chairs very nice deck for outdoor diningthe mattress in the master bedroom is easily the most comfortable mattress we’ve ever experienced through an airbnban easy walk to beautiful beach and dunes and very well set up — kitchen needs beach chairs etcthe king sized bed in the master bedroom was very comfortableCleanliness:
clean and comfortable home in quiet locationcottage is very nice clean and well maintainedHost:
nancy was super responsive to any questions we hadnancy was easy and friendly to communicate with very helpful and quick to respondRead more reviewsLocation:
best location on the capeit's an excellent location and we lucked out with great weathergreat for am + pm walks and literally a minute walk to the waterit was great being able to walk to nausett beach from the houseideal location if you enjoy short walks to salt marsh and ocean trails
8. Beautiful rental with private beach (from USD 292)
This comfortable rental boasts its own private beach, allowing you to enjoy stunning ocean views and listen to the waves crash from your porch. With trails nearby, you can explore the area and take in the gorgeous surroundings. There is a smart TV and Wi-Fi available to keep you entertained while you are indoors.
The patio space at the cottage is perfect for enjoying the beautiful weather. There is a table and chairs for dining al fresco, as well as a gas grill for cooking up your favorite summer meals.
Top guest reviews
Amenities & Room:
lovely view from the main roomwell appointed mini kitchen comfortable beds thoughtful use of space and nice touches like a basket of snacksthe private beach view of the water beautiful gardens comfortable and clean accommodations were perfect for our family’s vacationthe kitchen is nicely equipped with toaster oven and microwavemany thoughtful touches made our stay comfortable and homeyCleanliness:
it was very clean and quietthe apartment is clean bright large and comfortablesecluded and quiet private beach setting super comfortable clean and safe settingvery clean well stocked and easy access to a beautiful little private beachthe place was very clean and the flowers/landscaping were breathtakingHost:
melody was a wonderful hostmelody was an awesome hostmelody is the perfect hostmelody is a great hostmelody was a great host and very personableRead more reviewsLocation:
the location is really specialabsolutely gorgeous location and wonderful spacious accommodationsit is close to some outstanding restaurants from local breakfast places to 5-star resort restaurantsgreat location to explore the beauty of cape coda great location on the cape- near to town and beaches yet quiet and beautiful view
9. Cool and airy rental near restaurant and shops (from USD 500)
If you’re looking for a peaceful and quiet place to stay on your next vacation, look no further than this charming rental located in a serene neighborhood in Orleans. Places like Skaket Beach, Rock Harbor, and Rock Harbor Grill, amongst other entertainment and dining areas, are nearby. Complete will all essentials, this house provides guests with an HDTV with streaming facilities and continuous Wi-Fi throughout their stay.
In the morning, you can relax while enjoying a cup of coffee in the garden. If you’re feeling more adventurous, hop on your bike and explore the bike trail that winds its way through the neighborhood, a mere 0.8 km (0.5 mi) away.
Top guest reviews
Amenities & Room:
nice space with lots of room to relaxthe house is very comfortable with a well-stocked kitchen for cookingbeds were comfortableCleanliness:
very clean and well appointed houseamazing house everything was very clean and organizedjeff & colleen’s place is spacious clean and well-appointedthe property is beautiful extremely well-appointed and spotlessly cleanit was as pictured when we arrived well decorated and very cleanHost:
the hosts were excellent communicatorshosts were very responsive as wellhosts were always very responsive and easy to reachwe had the best time and the hosts were fabulousRead more reviewsLocation:
great location close to everything you need for a great cape vacationthis lovely house is close to town and bike path which is convenientnice place to stay for the weekend very close to many restaurantsbeautiful location close to a lot and a very peaceful porch out backneighborhood is also nice and quiet
10. Spacious accommodation with pool (from USD 2200)
Nestled in the heart of East Orleans, this home is close to all the best that Cape Cod has to offer, including shopping, dining, and of course, the beach! There is plenty of room at this rental for your whole group to spread out and relax. The kitchen is complete with high-end appliances and granite countertops.
This home also features a beautifully landscaped yard with a heated pool and a hot tub ideal for relaxing after a long day at the beach.
Top guest reviews
Amenities & Room:
the pool was perfect as was the fire pit and grillCleanliness:
the house is beautiful and clean and has everything you need with wonderful location near food and beachesHost:
we couldn’t have asked for more sean was a gracious and attentive host welcoming and responsive within minutesRead more reviewsLocation:
our family loved the location and the attention to every detail
Enjoy a relaxing vacation in Orleans
Orleans, a beautiful town in Barnstable County, is an amazing tourist destination since it is home to gorgeous beaches and stunning natural parks. Book your accommodation from this list of top vacation rentals In Orleans, Massachusetts, today!
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