Holiday rentals in Groveland

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Top-rated holiday rentals in Groveland

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

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A well-maintained backyard features two pink Adirondack chairs positioned around a fire pit. The grass is neatly cut, and the exterior of the house exhibits a warm wood siding with multiple windows allowing natural light.
Home in Haverhill
4.87 out of 5 average rating, 53 reviews

Ski-side New England Bunkhouse Retreat

SKI and SNOWBOARD options will be available this winter as our ski hill is working to make snow despite the climate here in Massachusetts. Bring the whole family to this classic colonial where there’s lots of room for fun, with plenty of space to relax or run around in the yard, this house has accommodations for all. We are located in a quiet neighborhood, walking distance from an 18-hole golf course, ice cream stand, and a 3 minute drive from Ski Bradford, a great ski and snowboarding hill.

Top guest favourite
A quaint cabin is positioned among trees, softly lit at night. An illuminated entrance is framed by colorful pots and surrounded by a cozy seating area with an Adirondack chair. Flickering firelight adds warmth to the inviting outdoor space.
Cabin in Littleton
4.99 out of 5 average rating, 223 reviews

Private & Remote, Enjoy Outdoors, Sleep in Luxury

Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

Top guest favourite
A spacious bedroom features a four-poster bed with soft linens and an inviting throw, complemented by warm yellow walls. Two bedside lamps cast gentle light beside the bed, while a plush ottoman and a patterned area rug provide additional comfort. A fireplace and framed artwork add to the room's charm.
Guest suite in Newbury
4.99 out of 5 average rating, 84 reviews

Parker River House Two Bedroom

This is a private two bedroom one bathroom second floor suite in the owner occupied Tudor style Parker River House. Minutes from downtown Newburyport, the train to Boston, The Governor’s Academy and many outdoor recreational opportunities, the unit overlooks the Parker River and the Great Marsh. It offers a seasonal sleeping porch, a luxurious marble bathroom, large outside deck with a dining table, in unit laundry, refrigerator, microwave and Keurig. Private entrance and adjacent parking.

Top guest favourite
A spacious loft area is highlighted by vaulted ceilings and numerous windows, allowing natural light to fill the space. A comfortable king-sized bed is paired with bedside lamps. A cozy seating arrangement includes a sofa and an armchair, with a wooden coffee table at the center.
Guest suite in Topsfield
5 out of 5 average rating, 74 reviews

private suite w/king bed

Enjoy a comfortable stay in our private and spacious sun-filled loft. Nestled on a scenic hill in a beautiful corner of Topsfield, this cozy studio suite is 30 minutes from Boston; 25 minutes from Salem; less than 20 minutes from local beach towns, Endicott College and Gordon College; and approx. five minutes from the Topsfield Fair Grounds, the Ipswich river, Mass Audubon hiking trails, and wedding venues like Peirce Farm at Witch Hill, The Commons 1854, Willowdale Estate and Moraine Farm.

Top guest favourite
Home in Newbury
5 out of 5 average rating, 27 reviews

Surprise Lodge/Sauna /Near Plum Island &3 beaches

Welcome to Newbury Surprise Lodge! Enjoy your stays with private sauna, game room, backyard picnic tent, full grill and cozy shed lounge. Just minutes to beaches, hiking trails, and newbury downtown-- perfect base for couples, families, or friends gathering. Pet friends are welcome too! 📍 Nearby • 6 min – Waterfront Park & Downtown Newburyport • 10 min – Plum Island Beach • 10 min – Parker River Wildlife Refuge • 13 min – Maudslay State Park • 15 min – Salisbury & Hampton Beaches

Guest favourite
Farm stay in North Andover
4.94 out of 5 average rating, 186 reviews

Winery Bungalow w/ Vineyard Views & Wine Tasting

Private two-story bungalow located on the Marble Ridge Winery property with beautiful views of our historic barns and vineyard. Perfect for couples, friends, or professionals seeking a peaceful retreat just minutes from downtown Andover. The home features a spacious living and kitchen area, large bedroom, enclosed porch for relaxing, and in-unit laundry. Your stay includes a complimentary wine tasting and 10% off wine bottle purchases. Please review all details and photos prior to booking.

Top 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
4.94 out of 5 average rating, 190 reviews

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.

Top guest favourite
Guest house in Kingston
4.99 out of 5 average rating, 142 reviews

Accessory Apt on Wooded Property

Forget your worries in this spacious and serene space. Guest House/Over Garage Apartment tucked away on 6 acres. Centrally locataed in the seacoast region of New Hampshire. Close to mountains, beaches, hiking trails, lakes, & more. 15 minutes to Exeter, 30 minutes to North Hampton/Hampton Beach, 35 minutes to Southern Maine and Portsmouth, NH, 40 minutes to Manchester Boston Regional Airport, and 1 hour to Downtown Boston yet still tucked away in your own private retreat in the woods.

Top guest favourite
The exterior of a colonial-style house is presented, featuring a symmetrical façade with a front porch, white railing, and wide steps leading to the entrance. A well-manicured lawn and garden flank the pathway, which guides toward the door. The vibrant greenery complements the home.
Home in Haverhill
4.98 out of 5 average rating, 128 reviews

Charming 4-Bedroom Colonial

Welcome to this charming colonial nestled within the tranquil suburban Bradford section of Haverhill, Massachusetts. This inviting four-bedroom, 2.5-bath residence offers a serene retreat for those seeking a comfortable and spacious accommodation. This home is perfect for you and your family looking to enjoy your time spent in the awesome private outdoor space near the fire-pit or indoors enjoying a wonderful home cook meal at the dining table gathered around by your love ones.

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
5 out of 5 average rating, 251 reviews

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.

Guest favourite
A classic red-shingled house is depicted, featuring multiple gabled roofs and a welcoming front porch. A paved pathway leads to the entrance, bordered by landscaped greenery. The parking area is visible alongside the building, with a mix of outdoor lighting and natural shade from nearby trees.
Flat in Haverhill
4.79 out of 5 average rating, 47 reviews

Cozy 2BR Haverhill Stay | Pool & Parking

🏡 Escape to this peaceful 2BR Haverhill retreat, perfect for couples, families, business travelers, and extended stays. Relax with a King bed, a Queen bed, a private fire pit, and a shared fenced backyard, with optional seasonal pool access (June–September, $50/hour). Inside, enjoy fast WiFi, a Smart TV, a fully equipped kitchen, dining for six, free parking, and easy access to downtown Haverhill, commuter rail, scenic trails, shopping, and convenient Boston day trips.

Top guest favourite
Apartment in Haverhill
5 out of 5 average rating, 18 reviews

Cozy Condo in the Bradford/Haverhill area

Welcome to your home away from home in the heart of Bradford, MA! Just a 10-minute walk (or 3-minute drive) to the Bradford Commuter Rail for direct access to Boston, minutes from downtown Haverhill’s restaurants and close to the Bradford Ski Area, and a short drive to scenic New Hampshire, this retreat puts everything within reach. Enjoy bright, stylish rooms, a full kitchen, and cozy spaces perfect for relaxing after a day of adventure.

Popular amenities for Groveland holiday rentals

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  2. United States
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  4. Essex County
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