Cottage vacation rentals in North Shore

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Popular amenities for North Shore cottage rentals

Cottage rentals with a hot tub

A charming cottage is set on a grassy lawn, surrounded by trees. Adirondack chairs are arranged in front, inviting relaxation. Kayaks resting on the side reflect outdoor activities. Large windows let in natural light, showcasing the inviting façade of the home.
Cottage in Westford
4.67 out of 5 average rating, 3 reviews

Waterfront Cottage in Summer Village w/ Grill

ChrisRating, 5 stars10 months ago
If I could give this place 10 stars I would. We were traveling for work in Massachusetts and typically we stay at Marriott property. I checked Airbnb to find a place that was kid friendly and this popped up. It was a new listing with no reviews yet, and it ended up exceeding our expectations. This cute little cabin is right on the water. Although it is smaller for me, pure square footage perspective it’s a two bedroom one full bath with a loft that sleeps two kids so the way it was set up felt like plenty of space for us. It has kayaks and paddle boards. There’s a beach and there’s a community pool. There’s an exercise facility. It easily slept my wife and I plus two kids in a fun loft that they got to climb in and out of, and grandma that came to help us watch the kids. The staff at the resort were very friendly and easy to work with. It felt very safe and private. The AC worked well. The beds were very comfortable. Overall this is gem and we will be staying here again for sure.
Guest favorite
A serene lake view is captured at twilight, with soft clouds reflecting in calm waters. Soft lights from nearby docks and boats twinkle in the distance, creating a peaceful ambiance. A yellow inflatable is anchored nearby, and the scene is framed by the gentle curve of the hot tub.
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
Top guest favorite
An open-concept living area is showcased with a light wooden ceiling and modern decor. Comfortable seating is arranged around a coffee table, with a dining table visible in the background. A lofted area and kitchen appliances complete the well-lit space.
Cottage in York
4.98 out of 5 average rating, 197 reviews

Adorable cottage by Shorts Sands Beach

KatieRating, 5 stars1 week ago
Camille’s place is fantastic! Great location and it’s so clean and well decorated. Camille is so fast to communicate and is very accommodating. We’ve stayed many times and look forward to returning again.
Top guest favorite
The cottage exterior showcases a warm brown facade with green trim, featuring multiple large windows. A small set of steps leads to the entrance, surrounded by a gravel area. Outdoor seating is positioned nearby, providing a relaxing spot to enjoy the surroundings.
Cottage in Westford
5 out of 5 average rating, 5 reviews

Just Chill'inn Cottage

JJRating, 5 stars10 months ago
It was exactly what my family was looking for. It was relaxing and private. It allowed us to not feel cramped like a hotel stay, but allowed us to cook and enjoy the relaxing day. If you have a small kid, the golf cart is a must!
Superhost
A charming red cottage is set against a backdrop of lush greenery. A golf cart is parked on the gravel driveway beside an outdoor canoe. The cottage features a sun-filled porch with multiple windows, inviting natural light into the space.
Cottage in Westford
4.92 out of 5 average rating, 39 reviews

Beach & pond cottage ! Westford MA and Boston!

KatherineRating, 5 stars1 month ago
We needed a nice little place to stay while we visited family and friends. This was perfect. Cute and convenient, plus lots of fun amenities like a clubhouse, ball courts, kayaks and the lake. We went off season, so the pool was closed and it was too cold to boat, but it was still fun. We enjoyed walking the community, playing ping-pong and driving the golf cart.
Superhost
A spacious deck overlooking Baboosic Lake features outdoor seating arrangements, including a sectional sofa and a picnic table. Lush greenery surrounds the area, providing a natural feel. A hot tub is positioned near the edge, inviting relaxation while enjoying the serene water view.
Cottage in Amherst
4.92 out of 5 average rating, 25 reviews

Lakefront Cottage - Hot Tub - Sleeps 8

ChandraRating, 5 stars1 month ago
This place is truly magical! The accommodations are super comfy and cozy and the views spectacular. We stayed here with our close friends before our wedding and had such a special time.
An open-concept living area features a cozy seating arrangement with a light blue sofa and woven chairs. Natural light fills the space from large windows. The kitchen, equipped with white cabinets, complements the wooden flooring. Decorative artwork adds character to the room.
Cottage in Westford
New place to stay

Lake Access & Pools: Sun-Soaked Westford Cottage!

A charming cottage is positioned amid lush greenery, featuring wood siding painted in vibrant red with blue accents. A golf cart is parked on the gravel driveway, accompanied by a nearby vehicle. Stone landscaping and plants add to the inviting exterior.
Cottage in Westford

Inviting Summer Village Cottage: Golf Cart & More!

Pet-friendly cottage rentals

Superhost
A serene beach scene captures the sun setting over calm waters. The horizon glows with vibrant hues of orange and yellow, reflecting light on the ocean's surface. The sandy beach foreground offers a clear view of the tranquil coastal setting.
Cottage in Hampton
4.87 out of 5 average rating, 99 reviews

North Beach Modern Bungalow

JennRating, 5 stars2 weeks ago
This home was exactly what we wanted for our beach vacation. It was an easy walk to the beach, so we didn't have to pay for parking. The neighborhood was safe and private, so we could also be away from the hustle and bussle. We were an easy drive from everywhere we planned to visit as well. Josh and the team were very responsive before, during, and after our visit. I will definitely check their listings first for all future visits to the area!
Guest favorite
The cottage exterior is surrounded by a well-maintained garden featuring colorful flowers and lush greenery. A welcoming front door is situated under a sloped roof, with windows adorned with flower boxes. Tall trees in the background enhance the cottage's tranquil setting.
Cottage in Stow
4.96 out of 5 average rating, 181 reviews

White Pine Cottage

DianeRating, 5 stars4 days ago
Entering the cottage for the first time was like walking into a delightful and spotless Alice -in - Wonderland space. Despite the wooded setting, the cottage was light and bright. The room layout had nooks for privacy as well as larger spaces for socializing. The window seat in the living room was made for reading; a small parlor facing the front enabled private conversations. The dining table was perfect for our evening game of Uno. My niece immediately adopted the loft for her own space. Nearby Hudson provided a variety of restaurants and a river walk. We were only sad that we had but one day to spend here.
Superhost
A charming cottage features a light-colored exterior with wooden siding. Large glass doors open to a small porch area with two dark chairs. Surrounding the entrance, well-maintained shrubs and flower pots add a touch of greenery. The pathway leads to a gravel driveway.
Cottage in Newbury
4.88 out of 5 average rating, 49 reviews

Plum Island Basin Cottage

KatharineRating, 5 stars5 months ago
Cozy, comfy cottage on a beautiful barrier island. Steve was a perfect host, friendly and responsive.
Superhost
Cottage in York
4.84 out of 5 average rating, 31 reviews

Ocean View Cottage on Cape Neddick Beach

BarbaraRating, 5 stars2 weeks ago
We stayed at this property for 6 weeks with our dog and loved it. The neighborhood is gorgeous, walkable, and has the perfect beach for pup play. Owners are on-site, friendly, and quick to respond. The carriage house was very clean and as beautiful as pictured. We would certainly stay here again.
Superhost
A private pool is surrounded by lush greenery and trees, providing a serene setting. The clear water reflects the sky, and a concrete deck leads to the water's edge, ideal for relaxation. A diving board is positioned at one end of the pool.
Cottage in Rockport
4.94 out of 5 average rating, 80 reviews

In-town 2 bedroom beach cottage with a pool

NathalieRating, 5 stars4 weeks ago
We were lucky enough to have a very extended stay at this lovely little bungalow! The house is so sweet! The layout is easy, the rooms are comfortably furnished, and the floors are beautiful, and there is an incredible library of books. The house is full of natural light, and nestled in a little private spot. There is lovely landscaping in the front yard, and the back yard is magical. The pool is amazing, and you feel like you are in your own little peaceful world here. The house is an easy walk to all of the things that make Rockport such a cool town. And, you can hear the ocean at night from the yard! Trent and Cassie are the best hosts! Kind, responsive, and mellow. We loved everything about our stay! We will be back. ( :
Top guest favorite
A calm waterfront view is captured under a clear blue sky. The sun reflects off the serene water surface. A deck with white seating is visible, providing an inviting area to enjoy the scenery, surrounded by lush greenery and distant hills.
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
Top guest favorite
A traditional two-story cottage features shingle siding and a gabled roof. The front entrance is framed by three large windows, with a set of steps leading to a well-maintained lawn surrounded by shrubs and flowers. A blue sky with scattered clouds provides a bright backdrop.
Cottage in York
4.9 out of 5 average rating, 120 reviews

Cozy Cottage by the Sea

ShaunRating, 5 stars1 week ago
Another great stay at this place! It’s been consistently a great spot for us. Perfect for a walk to beach or into town. We love it and will definitely be back.
Guest favorite
A cedar pergola provides a shaded sitting area near the water, with comfortable seating and potted plants. A firepit sits on a stone patio, surrounded by lush green grass and reflections of trees on the calm lake surface.
Cottage in Hollis
4.88 out of 5 average rating, 242 reviews

Lakefront Nature Getaway - Wood fired Cedar Sauna

BethanyRating, 5 stars4 weeks ago
Cozy spot with scenic views of Silver Lake. Our host Eric was responsive and provided detailed instructions on how to access the space and all of the perks included with the rental. Will definitely rebook if I ever find myself back in the area.

Private cottage rentals

Guest favorite
A spacious living area on the second floor features two skylights and multiple windows that provide natural light and water views. A light-colored sofa and a coffee table are positioned on a soft carpet, alongside a television and decorative plants, creating a cozy yet modern atmosphere.
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!
Guest favorite
Rocky outcroppings lead toward a serene beach, illuminated by soft hues of sunset. Gentle waves lap against the shore, while a distant silhouette of the coastal town can be seen along the shoreline. The atmosphere reveals a tranquil seaside setting.
Cottage in Rye
4.95 out of 5 average rating, 37 reviews

Relaxing Beach Bungalow Steps from the Beach

KerriRating, 5 stars8 months ago
We had a great time at Flip Flop and would recommend. It is so close to the beach and the welcome book had great restaurant recommendations. The Beach Plums clam chowder was especially good. The drive to Portsmouth or Rye is just 12 minutes or so. So much to do in the city for first timers! We were doing family research in the area and it was a lovely way to spend time together. Our great grandfather was a shoaler so we were surprised to look out on a clear day and see the Isles of Shoals. Thank you Carrie for your responsiveness!
Superhost
A picnic table surrounded by green grass is positioned beneath a tree, with additional seating nearby. The tranquil river flows in the background, reflecting the clear blue sky. Colorful buoys hang from the tree branches, adding a touch of nautical charm.
Cottage in Gloucester
4.86 out of 5 average rating, 7 reviews

The Buoys

EmilyRating, 5 stars10 months ago
We had the perfect stay! The house was perfect for our toddler to feel comfortable playing both inside and outside. The location was great and easily accessible to downtown. Gordon was also such a gracious host and offered flexible check in and check out times to better accommodate our travel plans. We would absolutely stay here again!
Top guest favorite
A seaside cottage is prominently positioned along the rocky shoreline, featuring a spacious deck that overlooks the water. The sun sets in the background, casting warm hues over the scene and highlighting the surrounding coastal town structures in the distance.
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.
Top guest favorite
A comfortable seating arrangement is seen on a covered porch. It features a dark wicker sofa with blue cushions and decorative patterned throw pillows. The floor is adorned with a vibrant tile design, while a white railing and greenery provide a serene backdrop.
Cottage in Hampton
4.96 out of 5 average rating, 46 reviews

Cozy cottage steps from the beach

BarbaraRating, 5 stars3 days ago
Absolutely adorable little cottage! Well designed for efficiency and super cute decor. Beds were comfy and a/c was cool. Loved the location and how quiet and peaceful it was. Colby was a great host and easy to reach. Super find for us!
Top guest favorite
The private deck features a comfortable seating area with a sectional couch and a wooden coffee table. A gas grill is positioned nearby, and potted plants add greenery. Fencing provides privacy while allowing natural light to fill the space under a bright blue sky with scattered clouds.
Cottage in Newburyport
5 out of 5 average rating, 92 reviews

Former Carriage House - Plum Island

HopeRating, 5 stars4 weeks ago
This cottage was perfect for my husband and I who visited Plum Island for a quick three night getaway. The weather was cold and rainy but given the location, we were a 5-10 minute drive to shops and restaurants. Despite the weather, a short walk to the beach was also possible and what a sight to see with the rough waves! Inside, the gas stove added to the charm of this cottage, making it all the more cozy and romantic! We were able to have a brief campfire (some wood included but we purchased more) during our last night. All in all, it was a delightful stay and we look forward to returning!!
Top guest favorite
An open-concept living space showcases a modern kitchen with white cabinetry and stainless appliances. Comfortable seating options are arranged near large windows, offering views of the marsh and waterways. Natural light fills the area, accentuating the light colors of the furnishings.
Cottage in Scituate
5 out of 5 average rating, 32 reviews

Expansive coastal views, 3/2 newly renovated

EllenRating, 5 stars1 week ago
We had high expectations — but the reality of this extraordinary spot exceeded them on all fronts. So tastefully and carefully decorated, everything new and spotless. The kitchen fully outfitted with brand new equipment and appliances, the most comfortable beds we’ve ever slept in in any Airbnb or luxury hotel (and great linens and pillows), wonderful flow from room to room, new, beautifully designed and perfectly functioning baths and windows/blinds, stylish and comfortable seating on the deck (and indoors), with more brand new seating flowing out onto the lawn. But what topped all that design perfection was the site’s natural beauty. Such privacy out on the point and because the view is almost 360, and primary orientation is toward sunset, the view all around are deep and exquisite, flowing out over marshland, tidal rivers to the bay. That made for fun paddle boarding, and even a brisk swim! For nature lovers, the bird life was so rich and varied. Heaven on earth
Top guest favorite
A wooden bookshelf fills the wall, showcasing a variety of books and personal items. A small television is positioned on the middle shelf. Below, two drawers offer additional storage space. Natural light streams in through a nearby window, illuminating a potted green plant in the corner.
Cottage in Andover
4.91 out of 5 average rating, 44 reviews

Cute Downtown Andover Cottage w/ Parking and Yard

MichelleRating, 5 stars3 weeks ago
This is our second time staying at Rick and Christina’s gorgeous Andover home. As someone who grew up in the town, this location and the house itself feels nostalgic, cosy, and familiar. Whether you’re new to exploring north of Boston, or a returning hometown visitor, this location is a treasure. We will most certainly visit again and again. Thank you for having our little family visit once again!

Destinations to explore