Holiday rentals in Boston Hill

The Rose Cottage *Walkable to Downtown Andover*

Welcome to your private retreat in the heart of Andover! This bright, charming cottage offers: *Prime Location: Walk to downtown shops, cafés & more! *Comfortable Stay: Cozy & clean 1 bdrm in a quiet area. *Outdoor Area: Enjoy outdoor seating surrounded by peaceful woods. *Ideal for Remote Work: Fast WiFi & dedicated workspace. *Full Kitchen: Cook meals & enjoy at a cozy two-person high-top table. *Forgot an essential? Enjoy a selection of toiletries/amenities to ensure your stay is worry-free.

Beautifully Furnished, Centrally Located 2BR

Relax in a pristine, newly renovated 2 bedroom , 1.5 bathroom apartment centrally located in Andover's historic Shawsheen Village. Appointed with everything you need for a comfortable stay, including laundry! This beautiful unit is just minutes away from shopping and restaurants in Andover Center, the Commuter Rail train into Boston, Whole Foods, and Routes 495 and 93. A perfect location near Phillips Academy, Merrimack College, and event venues Stevens Estate, Andover Country Club and more.

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The Elms - 3 Bedroom Ranch Style Near Town

MODERN RANCH ONE LEVEL LIVING NESTLED NEAR ANDOVER CENTER?? Just a short walk to Town, Merrimack College or Phillips Academy. This recently updated spacious and charming 3 bedroom, 2 bath ranch offers all the modern amenities w open floor plan, granite kitchen, spacious deck as well as cozy courtyard with fireplaced family room, large living and 2 completely updated baths - one with stackable washer and dryer. There is a carport and ample parking for 3 additional cars. Great Deck w BBQ w YARD

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Family Retreat | Huge Yard, Playground & 5BR Home

Welcome to our spacious 5BR home, perfect for families, groups, and extended stays. Enjoy a large private yard with playground, comfortable living areas, and plenty of space to relax. Conveniently located near Wilmington Station with easy access to Burlington, Chelmsford, and Lowell (Boston about 21 miles away), this home is ideal for relocations and visiting professionals. Driveway parking, fast WiFi, and a fully equipped kitchen provide everything needed for a comfortable, stress-free stay.

Luxury Home Retreat | Spacious & Serene

Escape to a private 5-acre luxury retreat bordering Harold Parker State Forest, only 25 minutes from Boston and Salem’s famed Witch City attractions, and 90 minutes from the White Mountains. Ideal for groups, this spacious home offers a dramatic 25x25 cathedral living room, 900 sq. ft. media and game room with pool table and TVs, expansive deck, and fire pit. Explore 126 miles of trails, kayak nearby ponds, ski in winter, then unwind in total comfort, privacy, and year-round New England beauty!

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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.

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.

Luxury Salem 2BR Apartment | Pool • Gym • Parking

Welcome to your perfect Salem getaway! Enjoy the comforts of home paired with upscale amenities for a truly unforgettable stay Highlights: • Close to Downtown Salem and the MBTA Commuter Rail • Meticulously deep-cleaned before every stay • Quartz countertops, stainless steel appliances and in-unit washer & dryer • Heated seasonal pool, rooftop terrace, fitness center. • Guest lounge, outdoor grills and modern co-working spaces • Walk to shopping, dining and the Salem Ferry to Boston

Charming Loft in Historic Lawrence

Come stay in the heart of downtown Lawrence across from Campagnone Park! This beautiful 2 bed 1 bath apartment is located in a former livery stable and mill thats been recently renovated! The building is full of historic charm AND modern amenities. Downtown Lawrence has some great local restaurants, cafes, historic mills, and the commuter rail all within walking distance. We are 30 minutes from Boston, 13 minutes from Philips Academy, and 11 minutes from Merrimack College driving.

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Cozy 2 story guest house.

Peaceful, quiet 2 story guest house. Up stair bedroom with queen bed, pull out queen sofa bed on ground floor. Bathroom with tub and shower. Kitchen with fridge, sink, microwave, toaster, coffee machine and water kettle. Surrounded with wooded forest and beautiful trails. Minutes from downtown Andover, Phillips Academy, and Merrimack College. Boston within a 30 minute drive. The property has a generator for the whole house and a water filter so we have super clean water .

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The Historic Bell House Hygge Retreat

Nestled in the picturesque New England town center of Andover, minutes from gourmet dining, coffee shops, a Whole Foods supermarket, the Addison Art Gallery, Merrimack College and Phillips Andover we present the new: Bell House "Hygge" Retreat. It's a 200 year old structure that was completely rebuilt and remodeled by a highly skilled design team. Interior Design: Nirma Raffi Raffi Design Lab Photography: Linda Holt Linda Holt Creative

5BR Home with Yard + Office. Near Boston & Schools

Bring the family together: 5 bedrooms (2 king, 1 queen, 2 full beds) and 3.5 baths, fast Wi‑Fi + private office, 3‑season porch, patio with gas‑line grill, and a big yard with swingset. Fully equipped kitchen, formal dining, and an eat‑in breakfast area. Quiet North Andover neighborhood 10 min to Andover commuter rail, <40 min to BOS/MHT airports; near Brooks School & Phillips Academy. Sleeps up to 12 (sleeper sofa on request). No pets