Cottage holiday rentals in North Shore

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Popular amenities for cottage rentals in North Shore

Cottage rentals with a hot tub

Top guest favourite
Cottage in Wells
4.97 out of 5 average rating, 62 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

JorgeRating, 5 stars6 days ago
My family and I loved staying at the Seaholly cottage. The beds were extremely comfortable and the cottage was decorated beautifully. Lexi was very considerate when stocking the bathroom with every toiletry you could possibly need. The cottage is in the perfect location and very close to beaches, shops, and restaurants. Highly recommend staying at the Seaholly Cottage! You won't be disappointed! My family and I can't wait to book with Lexi again. We had a great vacation!
Guest favourite
Cottage in Provincetown
4.92 out of 5 average rating, 24 reviews

NEW! East End Cottage with Private Hot Tub!

RichardRating, 5 stars1 week ago
We thoroughly enjoyed our stay at Brady’s home in P-Town! The location is great - walking distance to all that Commercial Street has to offer (and close to two little markets), but tucked away just enough to relax at the end of the day. The home was spotless and comfortable, and Brady made sure to provide us with clear instructions for check-in and check-out, and also checked in on us during our stay to make sure there wasn’t anything we needed! I would definitely recommend Brady’s home, and we look forward to staying with him again in the future!
Top guest favourite
Cottage in Wells
5 out of 5 average rating, 50 reviews

Paradise Found Minutes from Ogunquit | Heated Pool

JenniferRating, 5 stars6 days ago
I truly can’t say enough positives about Stephanie’s place! First, the cottage looks even better in person. Second, the little details make all the difference from the quick response time, welcome card and lobster bag, a very informative welcome binder, and a fully stocked home which when added together, felt like OUR home! Some who is walker bound, found the property to have comfort height counters and toilet in the bathroom, two anti slip step stools to get into the bed if you’re short like myself, and remotes for everything (including instructions to use everything in the binder). If you think you need it, Stephanie supplied it from board games, lobster pot, cocktail kit, to a crockpot and a Bose speaker in the kitchen. There was a rainy day so afternoon vacay naps listening to music was a vacation-like you can get! Only suggestion would be there are closets in the bedroom but they have shelves. There are no places for hanged clothing. Bring some hangers, use hooks on bathroom door!
Guest favourite
Cottage in Provincetown
4.95 out of 5 average rating, 65 reviews

relaxing beach cottage with hot tub

BrandonRating, 5 stars1 week ago
Had a wonderful 5 night stay in Casa Sebastian! House was clean and very thoughtfully furnished. Terrific use of space inside and wonderful backyard setup. Mikhail was clear and communicative the entire trip. Thanks!
Guest favourite
Cottage in Northwood
4.96 out of 5 average rating, 102 reviews

The Loon Nest, Waterfront Lake House, Wood Hot Tub

KristieRating, 5 stars2 weeks ago
Nice welcome basket with snacks and water bottles in each room with plenty of towels. It is very quiet and peaceful at the camp. It is great for relaxing and hanging out and there are places to eat just a few miles away. I would not stay here if I were looking for a place to swim, while it’s a beautiful water view, the shore is tiny and the vegetation in the water is too thick and slimy to swim. Beautiful sunsets over the water. If you are looking for a quiet, slightly rustic camp in the woods with waterfront views then you won’t be disappointed here.
Guest favourite
Cottage in Wells
4.75 out of 5 average rating, 20 reviews

Contemporary Cottage With Ocean View 13

AudreyRating, 5 stars1 month ago
Great place! Very cute home with very communicative hosts.
Guest favourite
Cottage in Wells
4.93 out of 5 average rating, 46 reviews

Cottage in Wells Maine

JodiRating, 5 stars3 days ago
Our second stay with Carla, love the location, unit is well stocked and very clean. Carla is very responsive and makes the process easy. We have every intention of booking with Carla again for next summers annual trip to Maine.
Guest favourite
Cottage in Mendon
4.95 out of 5 average rating, 88 reviews

Lake Front with Hot Tub and New Fitness Studio

אבישיRating, 5 stars1 week ago
That’s was an amzing time!! They had a really good service amd helped is in everything The place was so clean and beautiful I will recommend about this people and place was an amazing experience

Pet-friendly cottage rentals

Superhost
Cottage in Provincetown
4.81 out of 5 average rating, 482 reviews

Private cottage green friendly and pet friendly

WyomingRating, 5 stars2 weeks ago
We had a lovely time—the little cabin is even cuter than the pictures, and we loved the private outdoor space in the back. Something to note is that the bed is in the loft, so you need to walk up stairs to access it. Everything was there that we needed for a weekend, and it's a great location. Thanks for having us!
Guest favourite
Cottage in Provincetown
4.92 out of 5 average rating, 125 reviews

Cozy West End Cottage w/ Parking 1st & 2nd floors

Craig & PippaRating, 5 stars2 weeks ago
It was such a happy stay in Provincetown. The cottage is wonderfully located, close to everything. It has two very well stocked kitchens, lovely linens and towels. We were a family of 4 and the only missing part was a table for us to break bread together, but this was a small price to pay in return for all the other features. By the time you book, Michael might have upgraded to include a larger table in the downstairs apartment as there seems to be improvements in the works. Michael was a pleasure to speak with and very responsive. Enjoy!
Superhost
Cottage in Newbury
4.88 out of 5 average rating, 49 reviews

Plum Island Basin Cottage

KatharineRating, 5 stars6 months ago
Cozy, comfy cottage on a beautiful barrier island. Steve was a perfect host, friendly and responsive.
Guest favourite
Cottage in Windham
4.88 out of 5 average rating, 25 reviews

Lakefront! Johnson Point Cottages - “Blueberry”

AnthonyRating, 5 stars2 weeks ago
Just what we needed. Peace and quiet yet close to whatever you wanted to do. Excellent Restaurants, taverns, parks, sights were all there if you wanted. Dale and Sharon were exceptionally good hosts. They took us for a boat ride around Cobbetts Pond, allowed us use of kayaks and or canoe's which we took advantage of for some peaceful rides around the pond in the morning. Also did some fishing off the dock as well as sitting out for some morning coffee. if you want it Blueberry is close to it Thank you again Dale and Sharon for opening up your home to us.
Top guest favourite
Cottage in Wells
4.96 out of 5 average rating, 27 reviews

Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025

RachelRating, 5 stars8 months ago
Check in was a breeze, the house was clean and the beds were very comfortable. Close to Moody Beach and just a short drive to Ogunquit village. Would recommend staying here!
Superhost
Cottage in Provincetown
4.88 out of 5 average rating, 210 reviews

PET FRIENDLY 1-BR COTTAGE - 3 MIN WALK TO TOWN CTR

MinervaRating, 5 stars2 weeks ago
We travel with our little gaggle of dogs, so finding a place to stay that accepts them and is as well located as this, with a little yard, was Fantastic to us! The cottage was well considered with everything you could need and again, the location was stellar with easy, walkable access to everything P-Town has to offer. We can’t wait to come back - Thank you Leslie!
Top guest favourite
Cottage in Windham
5 out of 5 average rating, 23 reviews

Ponder Point waterfront cottage at Cobbetts Pond

SethRating, 5 stars3 weeks ago
Ana was very responsive and even allowed me to check in a little early the day before my wedding. She responded to my phone call before the stay and was quick to respond with any/all messages. The place was a perfect for us to relax before and after our wedding
Guest favourite
Cottage in Provincetown
4.95 out of 5 average rating, 121 reviews

Designer West End Detached Cottage

ArianaRating, 5 stars3 weeks ago
This was an ideal space for a weekend away with the dogs. The cottage was welcoming and comfortable, beyond clean and had everything we needed for the weekend. Although dog friendly, there were no signs or smells of dogs in the space, I can’t emphasize the level of clean. I’ve always felt safe in PTown but the extra security measures available in the house were so appreciated. This cottage is in walking distance to everything and super convenient. I would 100% rent again from this host.

Private cottage rentals

Guest favourite
Cottage in Portsmouth
4.86 out of 5 average rating, 66 reviews

Portsmouth Waterfront Cottage

KarenRating, 5 stars1 month ago
Larry's place was beautiful. There was a great view of the inlet from both downstairs and upstairs. It's within walking distance to downtown Portsmouth, which is great because parking can be tricky in town. But we had a long day driving so we just enjoyed sitting out on the balcony and relaxing. Having a bedroom with living room upstairs AND downstairs was perfect as it afforded my daughter and I each our own space. The only problem was we didn't have more than one night to stay!
Top guest favourite
Cottage in Winchester
4.96 out of 5 average rating, 73 reviews

The Little House - a historic New England cottage.

KelleyRating, 5 stars1 day ago
This is my fourth visit to the cottage. As always the place is a treasure. Very clean and comfortable. It’s convenient to all suburbs of Boston. You can also take the train into the city right from the center of Winchester!! I’ll be back for sure!
Top guest favourite
Cottage in Rockport
5 out of 5 average rating, 16 reviews

Quaint & Cozy Gem ~ Walk to Sea ~ BBQ & Parking!

CarlRating, 5 stars6 months ago
Superb cozy cottage in an ideal location. Very clean and exactly as advertised. Will book again without hesitation.
Top guest favourite
Cottage in Rockport
4.97 out of 5 average rating, 67 reviews

Bearskin Neck oceanfront w/ 2 parking spots!

JustusRating, 5 stars1 week ago
It's a beautiful and cosy little house right next to a touristic street with restaurants and shops.
Superhost
Cottage in Rockport
4.72 out of 5 average rating, 87 reviews

Quaint Oceanfront Cottage in Rockport MA

CindyRating, 5 stars9 months ago
Great little place for two! Sandy the neighbor was great along with her dog! 😊 great walking distance to shopping and restaurants! View is beautiful and breathtaking 😎will be back again in two years! Cindy and Gary from Ontario
Top guest favourite
Cottage in Deerfield
5 out of 5 average rating, 22 reviews

Lakeside Cottage w/ Private Dock

BrendanRating, 5 stars3 days ago
This was an incredible stay. Rebecca and her husband were extremely nice. Very private and even sent an ice cream boat over to our dock and paid for us! Thanks again well be returning if ever in the area
Top guest favourite
Cottage in Arlington
5 out of 5 average rating, 44 reviews

Charming Waterfront Cottage Near Cambridge/Boston

WinterRating, 5 stars1 week ago
We had an amazing & relaxing few days here! Close to everything and being right on the water is so peaceful. The house was spotless, bathroom was clean & the shower was warm! We would absolutely stay here again.
Guest favourite
Cottage in Kingston
4.93 out of 5 average rating, 88 reviews

Quiet Luxe Water Front Oasis

AndraRating, 5 stars4 days ago
The views are amazing and enjoyed watching the tides roll in and out. Lots of ducks, bunnies and other cute wildlife to watch as you sip a coffee on the large deck overlooking the ocean. The location was perfect, close to so many restaurants and grocery stores. We found Keegan’s Creations down the street and it was our favorite morning place for specialty coffee and amazing treats. We loved it.

Destinations to explore