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.

Guest favourite
Flat in Haverhill
4.89 out of 5 average rating, 99 reviews

Your New England Hub | Cozy, Bright Entire Apt

We invite you to stay in our cozy and tastefully curated private 2nd floor apartment where we’ve tried to incorporate all the essentials for a home away from home. Comfy beds guests have raved about, a dedicated office workspace, full kitchen, and more. A perfect New England hub for the greater north shore and Boston, MA areas as well as the NH/ME seacoast! You’ll be in the quieter Bradford neighborhood of Haverhill, yet still walking distance to all that that downtown Haverhill has to offer.

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, 85 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
5.0 out of 5 average rating, 75 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.

Guest favourite
The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.
Farm stay in North Andover
4.95 out of 5 average rating, 297 reviews

Winery Studio w/ Private Hot Tub & Wine Tasting

Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

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, 145 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.

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, 48 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
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
5.0 out of 5 average rating, 138 reviews

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.

Top guest favourite
Tiny home in Newton
4.94 out of 5 average rating, 149 reviews

Tiny House for a solo traveler

Come experience a teeny tiny home on wheels. "The Tiny Stay" is a beautifully built, well insulated cozy accommodation best fit for a single person. You'll find the space wraps around you in an inviting way and proves to be a little more than just a place to crash. We are conveniently located just a couple miles from the state highway on the MA border. A short drive to the NH beaches, apple orchards, and other attractions.

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
4.94 out of 5 average rating, 180 reviews

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!

Popular amenities for Groveland holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Essex County
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