Cottage holiday rentals in Wenham

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Top-rated cottage rentals in Wenham

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Top guest favourite
An outdoor space is framed by a wooden pergola, featuring a gravel patio surrounded by greenery. Two lounge chairs are positioned for relaxation, alongside a dining table set with a decorative bowl. The vibrant yellow cottage is visible in the background, complemented by the blue sky and white clouds.
Cottage in Plum Island
5 out of 5 average rating, 102 reviews

Former Carriage House - Plum Island

Enjoy this renovated former carriage house tucked away off a quaint residential side street on Plum Island, Massachusetts. Relax on the private deck to read a book, enjoy sunbathing at the gazebo or toast some marshmallows in the back yard. Just a short walk from the beach or the calm waters of the basin, a small inlet of water off the mouth of the Merrimac River. Some of our Amenities include: - 2 Bedrooms (1 Queen, 1 Double) equipped with memory gel foam mattresses. - 1 Full Bathroom w/ walk-in shower & heated floor - Smart TV - Free Wireless Internet - Air Conditioned - Full Kitchen - Washer / Dryer - Gas Fireplace - Off Street Parking for two cars. - Private Deck & Yard - Linens, Towels, Beach Essentials, Hair Dryer, Iron and more.. Please feel free to call or email with any other questions. We want your stay to be as comfortable as possible. Checki-In: 4PM Check-out: 11AM

Top guest favourite
A sunset over the lake creates a vibrant display of pinks and purples reflected in the calm waters. The surrounding trees frame the scene, enhancing the tranquility of the natural landscape.
Cottage in Essex
4.97 out of 5 average rating, 119 reviews

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Top guest favourite
A bright living room features a vaulted ceiling with exposed wooden beams. A stone fireplace is centered against a soft blue wall. Comfortable seating includes light-colored sofas and armchairs. A glass coffee table sits atop a patterned rug, with a contemporary chandelier providing overhead lighting.
Cottage in Plum Island
4.85 out of 5 average rating, 124 reviews

Sunset Bliss- stylishly renovated, 3 min to beach

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

Guest favourite
A charming cottage exterior features nautical decor with a light blue door. Surrounding the entrance is a vibrant red maple tree, complemented by lush greenery. Sunlight streams down, enhancing the inviting appearance of this quaint getaway.
Cottage in Rockport
4.86 out of 5 average rating, 103 reviews

The Captain's Cottage Breath Fresh Salt Air!

Quaint Fisherman's Cottage in nautical decor located just minutes from Cape Ann's beaches and attractions. Comfy pull- out couch, large screen TV (smart-tv: Amazon Fire Stick, no cable) and other elementary pieces. The main bedroom is furnished with a queen bed. The second room can be used for office work, reading retreat or a guest can use this room for a sleeping area on a single size (twin) bed. Newly updated galley kitchen and appliances. The small newly updated bath offers a full shower.

Top guest favourite
Cottage in Stow
4.96 out of 5 average rating, 214 reviews

White Pine Cottage – Cozy 3BR w/ Fireplace

Welcome to White Pine Cottage - a cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are coming to the area to visit family, work or a weekend getaway. Located in quiet wooded neighborhood with very little traffic. Relax by the fireplace and enjoy a soak in the whirlpool tub. Convenient to local farms, orchards, golfing, wooded trails and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.

Top guest favourite
The exterior of the private studio is shown, featuring a light blue siding with a gray shingled roof. A welcoming front door is flanked by a light fixture and a decorative sign. Flowering plants are arranged in front, enhancing the outdoor space.
Cottage in Winthrop
4.98 out of 5 average rating, 484 reviews

J&K's BnB .... Private studio Airbnb with parking

Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, RokuTV, one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.

Top guest favourite
The exterior of a summer cottage is showcased, with a light grey wooden structure resting on a rocky landscape. Stairs lead up to the entrance, flanked by greenery. A deck with railings is visible on the upper level, complemented by large windows allowing natural light.
Cottage in Rockport
4.82 out of 5 average rating, 125 reviews

Retreat in the Trees- walk to Cape Hedge Beach

Cozy and comfortable summer home with lots of natural light and everything you need to make your stay enjoyable. Fully equipped kitchen, washer & dryer, air conditioning, gas grill, 3 decks, outdoor showers, high speed internet , over the air TV, Netflix, Prime Video. A short 5 minute walk to Cape Hedge Beach, 45 minute walk to Bearskin Neck. There is also lots of great sightseeing, history, boating, and restaurants all a short drive away. MA Room Occupancy Tax certificate C0104592520

Superhost
A modern kitchen space is visible, featuring dark wood cabinets and stainless steel appliances. A countertop with seats for two is included, alongside a gas stove and refrigerator. Natural light enters through a nearby window, highlighting the warm color of the walls and wooden flooring.
Cottage in Hampton Beach
4.82 out of 5 average rating, 248 reviews

Cute studio cottage with full kitchen and bath

Cute studio beach cottage with complete kitchen, full bath, and full size bed. Everything is new and updated. Perfect for a relaxing couples vacation. Two minute walk from the beach. Parking for one vehicle in front of house with table and grill outside. Hampton Beach is a great area to visit. Fantastic beach and adjacent boardwalk with restaurants and entertainment. We are on the north end of the main beach; quiet area but only 10 minute walk to the Ballroom Casino. No pets.

Guest favourite
The exterior showcases a classic cottage with a large wrap-around porch, surrounded by manicured grass and colorful hanging plants. The pale yellow siding and distinctive roof create a charming appearance, while a set of steps leads up to the porch from the front yard.
Cottage in Hampton Beach
4.91 out of 5 average rating, 152 reviews

The 1907 on Nudd: Sleeps 8 | Front Porch | Parking

Welcome to your relaxing vacation spot steps from the beach! This classic cottage, located on a dead end street within a one-minute walk to the north bath house and attractions, has everything you'll need to enjoy the area. With four bedrooms and a large porch to enjoy the weather, a yard for grilling, and ample parking it's the perfect spot for a family or group of friends. The interior is stunning with exposed beams, open concept living, and a large kitchen for entertaining.

Top guest favourite
A garden path winds through a colorful array of blooming flowers, including pink peonies and purple alliums. Green shrubs and neatly trimmed plants line the gravel walkway, which leads towards a decorative archway amidst a backdrop of lush trees.
Cottage in Essex
4.95 out of 5 average rating, 289 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

Top guest favourite
A cozy living area features a green-tiled fireplace framed by two botanical prints. A wooden bench table with a dark finish is positioned nearby, enhancing the cottage's retro charm. Accent chairs and a patterned rug complete the warm, inviting space.
Cottage in Hull
4.96 out of 5 average rating, 136 reviews

Retro New England cottage - walk to the beach!

A peaceful beach retreat close to all the action, this one-bedroom cottage is the oldest in the neighborhood and has retro charm. The house is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. The driveway is big enough to park two cars so you'll never have to worry about beach parking. Hull has plenty of restaurants and activities during all four seasons.

Top guest favourite
A charming garden area surrounds the cottage, featuring vibrant flowers and greenery. A white picket fence defines the space, while two blue shutters flank the windows. A small stone feature adds interest, and a soft gravel path leads up to the entrance.
Cottage in Gloucester
4.97 out of 5 average rating, 149 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Now with mini-split A/C and new windows in the bedrooms! Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

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