Holiday rentals in Andover

4.94 out of 5 average rating, 105 reviews

Guest house in Andover

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.

4.99 out of 5 average rating, 157 reviews

Flat in Billerica

Air Bee-n-Bee Hive: Coffee Bar, Fresh Eggs & Charm

Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

4.9 out of 5 average rating, 61 reviews

Home in Andover

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

4.98 out of 5 average rating, 59 reviews

Flat in Lawrence

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.

5 out of 5 average rating, 16 reviews

2BR in Andover by Phillips Academy

Discover a stylish retreat in a charming, safe neighborhood on the edge of downtown Andover. Just a 14-minute walk or 3-minute drive to Andover Academy, and steps from vibrant downtown Andover, offering CVS, Café Nero, shops, and restaurants. Conveniently close to the commuter rail to Boston and Whole Foods Market. This sunny apartment boasts a modern yet traditional New England design, perfect for comfort and charm. The location is unbeatable for both relaxation and convenience!

Farm stay in North Andover

4.96 out of 5 average rating, 266 reviews

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Superhost

5 out of 5 average rating, 4 reviews

Beautiful 3-Bed, 3-Bath in Central Location

Pristine 3 bedroom, 3 bath, fully renovated FIRST FLOOR apartment with stunning historic details and charm. 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.

4.92 out of 5 average rating, 48 reviews

Cottage in Andover

Cute Downtown Andover Cottage w/ Parking and Yard

Cute and classic. This home is one of the few mid-century cottages located in vibrant downtown Andover. A short walk to cafes, brewery, restaurants, Whole Foods and the Boston commuter rail. This bright 1,100 square foot cottage features two bedrooms and 1.5 baths, and includes ample driveway parking and a new deck looking over the large back yard. The home has a kitchen with full amenities and butcher block countertops. Fast wifi and smart TV help you work and play.

4.98 out of 5 average rating, 93 reviews

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

4.93 out of 5 average rating, 156 reviews

Villa Ricci

Come stay in our private, cozy garden level apartment in the lower level of our home in Andover MA. We are in a quiet neighborhood within walking distance to Andover Landing at Brickstone Square and a short ride to Philips Andover, downtown Andover, Merrimack College, and 16 miles to Boston. We are close to 93 and 495 for quick access to NH, ME and Boston. Enjoy your own driveway, outdoor space, and entrance. Come stay with us.