Holiday houses in Cobbetts Pond

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Top-rated holiday rentals in Cobbetts Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A spacious home sits on a manicured lot, featuring a well-kept garden and an expansive driveway. The two-story structure boasts large windows and a welcoming entrance, with outdoor lighting enhancing its features during twilight. The attached garages are visible on the right.

Guest suite in Windham

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

LocationFamilyCheckout

4.99 out of 5 average rating, 319 reviews

Guest favourite

The room features a spacious layout with a comfortable sofa and a decorative area rug. A bright bed is positioned against the wall, complemented by art pieces above. A desk is located in the corner, providing a dedicated workspace, while warm lighting enhances the inviting ambiance.

Home in Salem

Extra large 1 bedroom apartment

This spacious place to stay is perfect for work or vacation! Our huge bedroom basically has a 2nd living room in it complete with a pull out bed under the sofa for extra sleeping room and a desk for working. The kitchen is complete with a brand new stove, full size refrigerator, dishwasher and microwave. The living room has a dining table for 3 and another pull out couch suitable for sleeping. In unit washer dryer and a shower you dream of! 8 min drive to Tuscan Village, 8 mins to Canobie Lake!

FamilyLocationGetting around

4.87 out of 5 average rating, 119 reviews

Top Guest favourite

Home in Salem

Lake Front Cottage

Just 36 miles north of Boston/Logan Airport. Enjoy our cottage on this quiet & peaceful So NH lake. Two private bedrooms (1 full&1 full - w/single bunk over) w/additional queen sofa bed. Unit is clean & comfortable with wifi, smart tv & fully equipped kitchen. Explore lake using available kayaks. Swim from private dock or public beach. Parking for 3 cars. Minutes from Canobie Lake Park, Tuscan Village & 5 popular wedding venues. Short drive to So Maine, NH Seacoast, White Mountains & foliage.

FamilyLocationView

5.0 out of 5 average rating, 16 reviews

Top Guest favourite

A modern kitchen is presented with white cabinets and stainless steel appliances, including a refrigerator and oven. Granite countertops provide ample workspace, with a sink beneath a window. Natural light fills the area, enhancing the open and inviting atmosphere.

Apartment in Windham

The Cozy Corner Apartment

Cozy up during your next trip to the southern New Hampshire area! The Cozy Corner is a combination of style and comfort in so many ways from the double windows and sliding glass doors that flood the space with light to the airy and peaceful design that makes it feel like home. The Cozy Corner is a short drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston and NH Seacoast, close to Lakes Region, White mountains, and great skiing spots. 10 minutes from major shopping centers!

FamilyValueHeating

4.89 out of 5 average rating, 376 reviews

Guest favourite

A serene view of the lake is framed by two bright blue chairs and a small white table topped with a pot of yellow flowers. Lush greenery surrounds the water, with residential homes visible in the distance.

Home in Salem

Quaint Little New Hampshire Lake House Getaway!

Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

ValueFamilyGetting around

4.94 out of 5 average rating, 196 reviews

Top Guest favourite

A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.

Home in Chelmsford

Newly renovated, spacious, clean, 3 bedroom home.

Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

ValueFamilyAir conditioning

5.0 out of 5 average rating, 263 reviews

Top Guest favourite

The charming waterfront cottage is surrounded by dense greenery, reflecting beautifully in the calm water. A spacious porch extends from the structure, offering an inviting space to enjoy the serene lakeside setting.

Cottage in Windham

Lakefront! Johnson Point Cottages-“Morningside”

Canoe, fish and swim from the private beach and swimming area and then enjoy a BBQ on the patio. Take in the sunrise on the deck while sipping your morning coffee in this charming NH waterfront cottage. Boasting hard wood floors, ceiling beams, and a bonus room upstairs with a second floor balcony, this cottage fills all the dots for a refreshing getaway. Week not available? Check out our two other listings! To learn more visit us on social media @johnsonpointcottages

FamilyLocationHospitality

5.0 out of 5 average rating, 28 reviews

Superhost

An outdoor seating area features four blue chairs arranged around a fire pit, with cushions providing comfort. A red umbrella shades a nearby table for four, while a propane grill sits ready for use. A charming cottage is visible in the background, surrounded by trees.

Cabin in Windham

Big Fish, Little Lake - Fire Pit & Pvt Beach

Please read Other Details to Note @DiamondHomeCollection on Insta Come Fish & Kayak here! Our area is full of life and peace. Wake up to the loons early in the morning and go to bed listening to the owls. Watch the turkeys or fox cross the yard. Our homes are from the 1920's, we keep them alive and for the souls who love old homes. 45 minutes to the ski destinations ocean, lakes region, and hiking. Not waterfront, we own shares of waterfront.

ValueLocationCondition

4.87 out of 5 average rating, 105 reviews

Top Guest favourite

A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.

Home in South Berwick

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

LocationValueOutdoor spaces

5.0 out of 5 average rating, 147 reviews

Top Guest favourite

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

LocationFamilyGetting around

4.95 out of 5 average rating, 184 reviews

Guest favourite

A light-filled living room is furnished with a large brown leather sectional and a circular coffee table. A flat-screen TV is mounted above a dark stone fireplace. Large windows offer views of the surrounding landscape, and plants add a touch of greenery to the space.

Home in Windham

Updated Farmhouse Retreat

Relax with the whole family at this modern house looking out over a local farm. Enjoy pest-free evenings on the screened-in patio, or eat around the spacious island in the kitchen. Experience the fresh air of spring, the gorgeous reds and oranges of autumn, or the novelty of winter and its holidays from a house that does them all!

LocationFamilyTV

4.88 out of 5 average rating, 130 reviews

Top Guest favourite

An open living space features a comfortable sofa, a coffee table, and a twin bed with a white bedspread. Large windows allow natural light to fill the room. A dining table is visible in the adjacent area, enhancing the inviting layout.

Guesthouse in Windham

Private Guest House

Very convenient location. Close to 93 N/S. Minutes from Canobie Lake Park, Castleton Banquet Conference Center, and Searles Castle, Comman Man and Lobster Tail Restaurants, 5 minute walk to Windham Town Beach, 20 Minutes to Manchester Airport, and 40 minutes to Boston Logan Airport.

FamilyLocationOutdoor spaces

4.88 out of 5 average rating, 99 reviews