Holiday rentals in Andover

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Top-rated holiday rentals in Andover

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

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Top guest favourite
A cozy bedroom features a wooden bed with a light-colored duvet and decorative pillows. Natural light enters through the blinds, highlighting the warm wood flooring. A comfortable chair is positioned beside a lamp, and a subtle piece of wall art complements the tranquil atmosphere. A cooling unit is visible on the wall.
Guest house in Andover
4.93 out of 5 average rating, 125 reviews

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.

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, 218 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.

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
4.88 out of 5 average rating, 106 reviews

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!

Guest favourite
A modern kitchenette is featured with stainless steel appliances, including an oven and refrigerator. A spacious gray sectional sofa is positioned on a geometric patterned area rug. Bright windows allow natural light to illuminate the room, complemented by decorative mirrors and a potted plant.
Flat in Woburn
4.87 out of 5 average rating, 135 reviews

Newly Finished Guest Haven in Woburn

Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

Top guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Apartment in Salem
4.95 out of 5 average rating, 108 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

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, 294 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 lakeside view captures a vibrant sunset with the sun partially descending behind distant hills. A lone fisherman in a boat is visible on the water, while a wooden deck features seating arrangements surrounded by lush plants.
Guest suite in Tyngsborough
4.98 out of 5 average rating, 268 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Located on a lovely small lake, the upstairs suite has a panoramic view from the bedroom, a private spa-like bathroom, cotton linens, a comfy bed, A/C and a living room - it feels like an apartment, but no kitchen. Quietly watch lake nature or boats going by, or choose to swim, kayak, or fish. Enjoy industrial history at Lowell's National Park, take a forest walk nearby, or drive 10 min. to Nashua for its many restaurants, a casino, or tax-free shopping. We are one hour from Boston.

Top guest favourite
Home in Salem
4.94 out of 5 average rating, 187 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
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, 249 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.

Top guest favourite
A comfortable living area features a red armchair beside a coffee table, with a sofa in soft grey nearby. A brick fireplace is centered on the wall, while artwork and personal items are displayed on shelves. Natural light filters through sheer curtains.
Cottage in Andover
4.93 out of 5 average rating, 61 reviews

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.

Top guest favourite
A cozy living area features a dark gray sofa adorned with patterned cushions. A wooden coffee table sits centrally on a textured rug, complemented by a small black chair. Natural light streams in from a nearby window, enhancing the calming decor.
Flat in Andover
4.98 out of 5 average rating, 112 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

Top guest favourite
A modern kitchen area is equipped with white cabinets, stainless steel appliances, and a countertop. A washer and dryer are visible next to the dishwasher. A large window allows natural light to enter, while light tile flooring complements the sleek design.
Flat in Andover
4.94 out of 5 average rating, 174 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.

Popular amenities for Andover holiday rentals

When is the best time to visit Andover?

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Avg. price$126 SGD$114 SGD$122 SGD$149 SGD$141 SGD$173 SGD$186 SGD$175 SGD$176 SGD$186 SGD$153 SGD$149 SGD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Andover?

    Andover has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in hotel rentals in Andover?

    Experience the best of Andover with our hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Andover?

    Four-legged friends are welcome in Andover. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Andover?

    Yes! Work meets play with ease at over 70 vacation rentals in Andover featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Andover vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Andover, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Andover?

    Make yourself at home in Andover by choosing from our most frequently booked neighborhoods. We have over 190 vacation rentals in Andover, over 50 vacation rentals in Colonial Heights, and over 90 vacation rentals in Shawsheen Village Historic District.

  • Do hotel rentals in Andover have air conditioning?

    Absolutely! We offer over 10 hotel rentals with air conditioning in Andover. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Andover have a kitchen?

    Absolutely! We offer over 20 house rentals with a kitchen in Andover. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Andover have wifi?

    Absolutely! We offer over 10 bed and breakfast rentals with wifi in Andover. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Andover have free parking?

    Absolutely! We offer over 30 house rentals with free parking in Andover. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Andover

  • Total holiday rentals

    Explore 90 holiday rentals in Andover

  • Nightly prices starting at

    Andover holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    90 of Andover holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Andover rentals

  • 4.7 Average rating

    Andover stays receive an average rating of 4.7 out of 5 from guests

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