Holiday rentals in Ipswich

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Top-rated holiday rentals in Ipswich

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

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Guest favourite
A serene sunset is captured over the horizon, casting warm hues of orange and pink across the sky. The silhouette of a distant landscape is visible along with the calm waters reflecting the evening light.
Home in Ipswich
4.89 out of 5 average rating, 111 reviews

Incredible Views of Ocean, River, Sunrise & Sunset

1 bedroom home that can sleep 4. The house has sun filled rooms and vista scenery of the ocean, river and beach's. Located on a private road with Spectacular sunrises over the ocean with sunsets overlooking the river. Savor the steam room after a cross country ski or hike through the 100s of acres of manicured and marked trails only 5 miles away. The house has a large fireplace for you to enjoy Whether traveling with family friends or solo the seaside town of Ipswich has some great attractions

Top guest favourite
The exterior of the historic John Brewer house is shown, featuring a red wooden façade with multiple windows and flower boxes. An American flag is displayed prominently, and decorative elements like corn husks and seasonal flowers enhance the welcoming appearance. Sidewalks and roadways are visible in the foreground.
Flat in Ipswich
4.99 out of 5 average rating, 180 reviews

Charming 2 Bedroom Apartment in Historic Ipswich.

In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Guest favourite
An outdoor shower is presented, featuring a wooden design with natural finishes. The shower head is positioned above a tiled wall, surrounded by potted plants that add greenery to the setting. Pebbles and gravel form the base, enhancing the outdoor ambiance.
Guest suite in Peabody
4.8 out of 5 average rating, 202 reviews

Cozy place to relax! 14min to Salem - 25 to Boston

Due to your allergies, we are unable to Host any animals Private entrance-Basement - H 6' - entrance 5' 6" Relax in this calm, stylish space after a day of exploration! Perfect for travelers /work trips. Stay with US! I live on-site to ensure a safe and welcoming stay You will get to enjoy: - Salem MA - - Boston MA - Beaches - Beverly MA - Gloucester MA - Marblehead MA - Trails Our mattress is fairly firm, which can provide a very good night sleep! - Illegal activities will be reported -

Superhost
The exterior of a two-story home is shown, featuring beige siding and multi-pane windows. A well-maintained front yard includes patches of grass and decorative bushes. A staircase leads to the front porch, with a fenced yard visible in the background, surrounded by trees for added privacy.
Home in Georgetown
4.81 out of 5 average rating, 216 reviews

Nothing Fancy Older Pet Friendly Home – near I-95

Enjoy your very own country living retreat! Our pet friendly home sleeps 8 with a large fenced in yard, so bring the kids & furry friends. There is a big backyard and lots of trees providing privacy. The fence is older but secure enough for your pets. Guests please know this is an older house inside. The finishes are older and cheaper. We are 1 min from I-95 & within 15 minutes of restaurants, golf course, & wedding venues. Guests that are very sensitive to smell should not book this place

Top guest favourite
The exterior of the cottage is shown, featuring grey siding and white trim. A set of steps leads to the entrance, with a railing and a shaded porch. Colorful flowers frame the front yard, enhancing the welcoming appearance of the property.
Guest house in Hamilton
4.88 out of 5 average rating, 232 reviews

Lake View New England Cottage in Hamilton, MA

The Cottage is in rural Hamilton on the North Shore, just 40 mins from Boston. The property is set in grounds beside Lake Chebacco, with lovely waterfront views of the lake. The Cottage is a tranquil retreat, just a few minutes drive away from Cranes Beach, Ipswich, Cape Ann and many beaches and walking trails. Both Gordon College and Gordon Conwell are under 10 minutes drive away. Popular Salem is just 20 minutes drive away. Off street parking for 1 car. No children <15 due to safety

Top guest favourite
The exterior of a multi-level home displays a light-colored façade with multiple windows and decorative shutters. A front porch features a welcoming entry door, framed by holiday decorations. A mailbox stands on a well-maintained lawn, and the surrounding area includes paved access.
Flat in Essex
4.95 out of 5 average rating, 65 reviews

Comfy and Cozy Apartment

Relax with the whole family at this peaceful place to stay. A great spot to unwind and experience Cape Ann. You will enjoy the apartment all to yourself. Entrance to the apartment is same level as parking so no stairs. The apartment is located in the basement of our primary residence. The space is located 45 min from Boston and 5 min drive to the commuter rail with access to Boston and Rockport. Additionally, we are a short drive to Gordon and Endicott College.

Top guest favourite
A bright bedroom is equipped with a spacious bed adorned with soft linens and neutral throws. Two windows with patterned curtains allow natural light to fill the room, while decorative wall art enhances the atmosphere. A bedside table with a lamp complements the warm wooden flooring.
Flat in Ipswich
4.99 out of 5 average rating, 150 reviews

Unit 2~Garden Getaway Close to Beach & Downtown

Holly House 2 is our 2nd floor Victorian vacation rental within close proximity to downtown, beaches, train, hiking, kayaking, biking, restaurants & shopping! Enjoy a stylish experience in this lovely home away from home with dedicated work space, comfy bedrooms/living room, in unit laundry & well stocked kitchen. A great retreat for couples, families, remote working/learning, nature enthusiasts, beach lovers, corporate stays, girl's weekends, holidays stays & more!

Guest favourite
The image depicts a sandy beach with foamy water washing ashore, reflecting the sunlight. In the background, waves can be seen crashing against a weathered wooden structure, adding a natural texture to the coastal setting.
Flat in Plum Island
4.91 out of 5 average rating, 171 reviews

Pretty Cottage on Plum Island, Newbury MA

It's steps to the beach and the reservation. It's private, cozy and clean a great little apartment for relaxing by the sea or touring the area. It's also a quick trip to Maine, New Hampshire and Boston. Fall asleep to the sounds of the waves and wake up to chirping birds. Located next to the Blue Inn. My place is good for couples, solo adventurers, business travelers, and pet friendly (upon approval). Holiday rates are extra please inquire. There is a pet fee.

Guest favourite
A well-appointed studio guest suite is shown, featuring a spacious bed with soft linens and natural light filtering through a large window. A small dining table with two chairs occupies one corner, while decorative shelves with woven baskets and books adorn the walls.
Guest suite in Peabody
4.97 out of 5 average rating, 232 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette with a microwave and Keurig coffee. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

Guest favourite
A cozy living area features a light gray sectional sofa with decorative pillows. A small star decoration hangs on the wall, and a flat-screen TV is positioned on a dark wooden console. Soft natural light enters from the adjacent room, creating a welcoming ambiance.
Flat in Ipswich
4.86 out of 5 average rating, 326 reviews

Comfortable house, close to beach and downton IPSW

This home has all you need for your business or gateway in New England . With everything a Nice hotel has to offer ,this will be your home away from home. The Kitchen is fully equipped and you will have the entire place for yourself . You will be in walking distance to the train station in dowtown Ipswich and biking distance to the beach and Crane's Castle. Also you can explore Cannoing or paddling on the nearby Ipswich River.

Top guest favourite
A three-story house features a light-colored exterior with multiple windows and a welcoming front porch. The surrounding yard is neatly maintained, with grassy areas and a fire hydrant visible on the edge of the sidewalk. Neighboring houses can be seen in the background.
Flat in Ipswich
4.88 out of 5 average rating, 337 reviews

Ipswich Apartment

This apartment has a private entrance in downtown Ipswich, close to restaurants and the commuter rail for Salem and Boston. From May to September, the nearby CATA shuttle makes it easy to reach Crane Beach and the town of Essex, known for its clams and antique shops. Ipswich also offers river cruises, kayaking, canoeing, and fishing. Enjoy the local attractions!

Top guest favourite
Guest suite in South Hamilton
4.96 out of 5 average rating, 302 reviews

It’s better to wake at the Lake 2BR guest suite

Overlooking Chebacco Lake, your rooms are downstairs in a private level. There are 2 bedroom available for use downstairs along with a big living area a coffee/tea bar and a bathroom with shower on this level. You can access to the lake for swim, kayak, canoe or if you come in the winter you can icefish, ice skate, cross country ski or snowshoe too.

Popular amenities for Ipswich holiday rentals

When is the best time to visit Ipswich?

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Frequently Asked Questions

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

    Yes! Work meets play with ease at over 40 vacation rentals in Ipswich featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Ipswich?

    Four-legged friends are welcome in Ipswich. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Where should I stay in Ipswich?

    Make yourself at home in Ipswich by choosing from our most frequently booked neighborhoods. We have over 190 vacation rentals in Topsfield, and over 520 vacation rentals in Ipswich.

  • How much does it cost to stay in apartment rentals in Ipswich?

    Experience the best of Ipswich with our apartment rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Ipswich?

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

  • Do apartment rentals in Ipswich have a kitchen?

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

  • What are the most popular amenities for House Rentals in Ipswich?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a kitchen, over 40 homes with free parking, over 30 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Ipswich have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Ipswich. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Ipswich have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Ipswich. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Ipswich have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Ipswich. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Ipswich

  • Total holiday rentals

    Explore 100 holiday rentals in Ipswich

  • Nightly prices starting at

    Ipswich holiday rentals start at £36 per night before taxes and fees

  • Verified guest reviews

    Over 6,080 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Ipswich holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ipswich rentals

  • 4.9 Average rating

    Ipswich stays are highly rated by guests – averaging 4.9 out of 5!

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