House holiday rentals in Orleans

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Popular amenities for Orleans house rentals

House rentals with a pool

Superhost
Home in Barnstable
4.76 out of 5 average rating, 21 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

KristenRating, 5 stars2 months ago
This house and property were charming and beautiful. The location was extremely close to beaches, restaurants, and stores all while being nestled in a quiet neighborhood. Highly recommend!
Superhost
Home in Dennis
4.63 out of 5 average rating, 30 reviews

House on Cape Cod with pool close to beach

KeelyRating, 5 stars10 months ago
Alena's place had everything we needed for a lovely week on the Cape. Great pool and location between Mayflower and Dennis Village. My daughter loved the home's bright airy playroom and it kept us sane and entertained on a couple of rainy days. Would definitely visit again!
Guest favourite
Home in Popponesset
5 out of 5 average rating, 13 reviews

18 Menemsha Rd., Popponesset, Pool, 3-Beds, 4 bath

CarolRating, 5 stars2 months ago
We loved are family stay at Paul & Katie’s home for Easter Week. It is a dream home . The neighborhood was beautiful and walkable, with a peaceful path to a private beach. We enjoyed the shops and restaurants in Mashpee Commons about an 8 minute drive away.
Guest favourite
Home in Dennis Port
4.92 out of 5 average rating, 52 reviews

Walk to the beach or sit poolside! Updated studio!

ChristopherRating, 5 starstoday
Very responsive, great location in Dennisport, and easy to get around. Thanks!
Top Guest favourite
Home in Oak Bluffs
4.93 out of 5 average rating, 199 reviews

Spectacular beach & pool combo; beautiful sunsets!

RobynRating, 5 stars1 week ago
Resort vibes with a chef's kitchen and stunning views! ***** Our stay at Larry's house was fantastic! The kitchen was absolutely amazing - spacious, modern, and fully equipped with everything we needed. We enjoyed cooking and gathering there. The real highlight was the outdoor space. The view was breathtaking! The pool and hot tub made it feel like we were staying in a private resort. Michael was helpful and responsive, making everything easy from check in to check out. We would love to come back.
Superhost
Home in Plymouth
4.89 out of 5 average rating, 121 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars3 weeks ago
This house was spectacular. More amenities than I would have ever thought of. Gorgeous interior and exterior. The surrounding neighborhood is in need of regentrification but it’s extremely safe and quiet. Once in the home., it’s an oasis. Probably the best Airbnb I’ve stayed in (sample size about 10) Tony is extremely responsive and helpful. This was the perfect home for my daughter’s bridal party to get ready in and shoot pre wedding photos in. Also amazingly comfortable for my large family to stay in for the long weekend.
Superhost
Home in East Sandwich
4.92 out of 5 average rating, 66 reviews

Large Home Heated Swimming Pool Private Beach

SahilRating, 5 stars3 weeks ago
We had a great stay at this place! The house was exactly as described—clean, comfortable, and well-stocked with everything we needed. Check-in was smooth, and the host provided clear instructions throughout. The neighborhood was quiet and convenient, with easy access to local attractions and restaurants. Would definitely recommend this spot to anyone visiting the area!
Guest favourite
Home in Chatham
4.97 out of 5 average rating, 39 reviews

Oceanview/pool&spa/private beach! 5 bedrms, 4 bath

BarbaraRating, 5 stars8 months ago
We loved our stay in Justin’s home. The house is well-stocked, beds are comfortable, and our family had plenty of room. Justin was very responsive and helpful with any questions. Renting towels and sheets was new for us, but it was easy and all set up for us when we arrived. We loved the huge front porch and enjoyed coffee and the quiet neighborhood outdoors each morning. We would definitely return if we make another trip that way.

Weekly house rentals

Guest favourite
Home in Orleans
4.95 out of 5 average rating, 80 reviews

Contemporary Post & Beam "Barn"

KatyRating, 5 stars1 week ago
We absolutely loved our stay at Bernadette's place. The home itself is so cute and the surroundings are scenic. The home is spacious and the open concept was so lovely. Also, the furnishings were so cool, like furnishings we would have in our own home so we felt right at home. The home is in a very convenient location on the Cape, just minutes to the center of Orleans, with shops and dining options. We would certainly plan to come back and stay at Bernadette's place the next time we visit the Cape!
Superhost
Home in Orleans
4.97 out of 5 average rating, 29 reviews

Orleans Pleasant Bay CulDeSac 4BR 2BA

DonnaRating, 5 stars9 months ago
The house worked out perfectly for our family, we had 7 adults and the layout of the house allowed us to all be together and also had space to spread out. The kitchen was well stocked and the whole house was very clean! The house location is on a cut-de-sac which was very quiet and would be perfect if you have small kids that want to ride bikes in a safe area. It was centrally located with short driving distance to bike path and beaches, Nauset beach was our favorite! Laura was very responsive to our questions and we are so grateful that we were able to get the dates we needed. I would recommed staying here and would love to stay again!
Guest favourite
Home in East Orleans
4.96 out of 5 average rating, 24 reviews

East Orleans Aerie Between 2 Ocean Beaches!

StephenRating, 5 stars9 months ago
Place was great - clean and roomy for 5 people. We are familiar with Eastham/Orleans - perfect location for us - 15 minutes from national seashore, Provincetown and Hyannis close by. House had everything we needed and great fire pit and backyard- definitely will rent again.
Superhost
Home in Orleans
4.78 out of 5 average rating, 50 reviews

Wequasset House - Quiet, spacious beach base

Ja YoungRating, 5 stars9 months ago
🌟🌟🌟🌟🌟 Excellent stay! Michael was great - super helpful. His house was lovely, spacious, clean, had everything we needed, and felt like a true home away from home. The porch was perfect for relaxing. We had a great time! Highly recommend!
Superhost
Home in East Orleans
4.75 out of 5 average rating, 4 reviews

Beach Road pearl. 1 mile to Nauset Beach

VincentRating, 5 stars12 months ago
Roderick was an excellent host--always quick responses! The house was very nice with beautiful cathedral ceilings and exposed beams and brickwork. Bedrooms were all spacious. The property is very private with lots of greenery and beautiful gardening. It's a reasonable walk (and very quick drive) to Nauset beach which was wonderful. Would definitely recommend!
Top Guest favourite
Home in Yarmouth
5 out of 5 average rating, 8 reviews

Sauna I Walk2Beach I Pet Friendly I Fire Pit

CaraRating, 5 stars1 week ago
We loved our stay at this magical cottage. It was absolutely adorable and spotlessly clean. It's even more charming than the photos. It is in a great location that is walkable to a beach and an easy drive to much of the cape. We had the best time and can't wait to come back!
Top Guest favourite
Home in North Eastham
5 out of 5 average rating, 27 reviews

5 Min Walk to Bay Beach! Large, Newly Renovated!

KathleenRating, 5 stars2 weeks ago
This Airbnb is amazing whether looking for a place to hang with friends, as a couple or with a family. The beach was a short walk and the hole had all the beach supplies you’d want or need. Very convenient. I loved the shower to rinse off after the beach near the washer and dryer and the access to the sun room from the deck. It made frequent trips with kids easy. The home was beautiful and spotless. Great kitchen and plenty of bedrooms. The beds were comfy. The landscaping was beautiful and the home get private and in a nature escape but only 10-20 mins from restaurants and Wellfleet downtown. We loved it and would definitely stay again
Guest favourite
Home in Orleans
4.94 out of 5 average rating, 72 reviews

Conveniently located, spacious and pets considered

JohnRating, 5 stars1 week ago
Maureen was a super friendly host. She kept in touch with me during my stay, asking how things were and gave a rundown of things to do in the area during my stay. She left a very nice handwritten note welcoming me and my party for our stay at her property. She met us upon check in and took us on a tour of the property. The house was squeaky clean and was exactly as it was described on the listing and the pictures. I had a great time and would stay there again next time I stay in Orleans

Private house rentals

Superhost
Home in Eastham
4.8 out of 5 average rating, 5 reviews

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

StacieRating, 5 stars1 day ago
Our family of 3 stayed in the cottage for 6 days, and had an amazing time. Right off the main road in Eastham (admittedly traffic dependent) but very peaceful with a front parking area behind fences, and the cottages behind yet another series of fences helps to cancel the traffic noise. You hear birds and breeze, not traffic! Minutes from great coffee, restaurants, as well as beach walks and beaches. Close enough to do big day trips to Provincetown and Truro, but far enough that you’re not surrounded by the hustle when you’re traveling with littles. Dogs can come! Rustic cottage but cozy, and comforting. Definitely will seek to stay here again.
Home in Orleans
5 out of 5 average rating, 3 reviews

79 West Road Orleans - Bed Splash & Beyond

Raya JamineRating, 5 stars9 months ago
Our honeymoon trip fell right during the rainy, very windy days and we could not do a lot of things outside - we mostly stayed at the cottage for which we fell in love. It’s a cute cozy place, and very clean. Checking in and checking out was a breeze. We spent most of our time cooking, watching movies, chilling at the gas stove heater. Complete utensils and equipments since my husband and I love to cook!
Guest favourite
Home in East Harwich
4.95 out of 5 average rating, 38 reviews

Cozy house in Harwich new renovation

NatalyaRating, 5 stars9 months ago
Very nice house and a welcoming host. Su is Very easy to deal with. Even packed us a beach bag! Fully equipped kitchen. Comfortable beds, pretty linens. Loved the artwork. Basement is like a separate apartment with a pool table and pink pong table. We felt welcomed! Highly recommend!
Top Guest favourite
Home in Orleans
5 out of 5 average rating, 19 reviews

Quiet, Sleeps 6, 2 Full Ba, 5 min Drive to Beach

KatieRating, 5 stars2 weeks ago
We were in town for a work conference and this home was more than we imagined. The space is wonderful for sharing, peaceful and easy to get around town. We loved how homey it felt and how clean it was. Thank you for having us!
Top Guest favourite
Home in Chatham
4.97 out of 5 average rating, 143 reviews

The Osprey Nest - Beach house with stunning views

ShentellRating, 5 stars1 week ago
The owner was very responsive to any questions we had. This was my sons first time away on his own and cape cod was where he wanted to do his senior trip. They said the house was beautiful and he loved that it was close to the beach. It was reassuring to know the owner lives near by and walks her dog by the house daily to check on things and is available if needed.
Guest favourite
Home in Eastham
4.92 out of 5 average rating, 26 reviews

WATER VIEWS! Eastham Getaway Awaits

GaneshRating, 5 stars7 months ago
Great stay! The home was clean. The home is well equipped and it is clear that great thought went into making sure that guests have everything they need during their stay. The location is excellent! A short bike ride to the CCRT, and the beaches are a short drive away. A 5-minute walk to Stop-n-Shop, and several good restaurants are also close by. All in all, I would recommend this place highly and would definitely stay here again.
Guest favourite
Home in East Orleans
4.86 out of 5 average rating, 7 reviews

Nauset Beach Cottage

JenniferRating, 5 stars1 day ago
Great week-long stay at the cottage. Convenient location to the beach and other restaurants in town.
Home in Orleans
4.92 out of 5 average rating, 12 reviews

Central location! Bungalow for 2 + Garden

LindyRating, 5 stars3 days ago
Great little cottage located off a quiet cul de sac off of Main Street. Very cozy and peaceful. Great location and very walkable to a lot of different stores, restaurants etc. Would recommend to anyone looking for a nice getaway!

Quick stats about house rentals in Orleans

  • Total rentals

    320 properties

  • Total number of reviews

    5.2K reviews

  • Family-friendly rentals

    300 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

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