Holiday houses 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 a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Apartment in Newtonville
4.87 out of 5 average rating, 564 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

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.
Apartment 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
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, 219 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
A fire pit is surrounded by colorful adirondack chairs in a grassy area, with bright yellow flowers adding a pop of color. The view in the background includes a landscape of greenery leading to the water, suggesting a peaceful outdoor space for gatherings.
Home in Ipswich
4.99 out of 5 average rating, 214 reviews

Stagehill Beach House

Spectacular water views from every room! 5 min walk to the beach and Pirate Park playground. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, 4 miles to the charming downtown and a 15 minute drive to Crane Beach. Relax and enjoy! Ping pong table, corn hole, campfire! 2 driveways!

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, 283 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!

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.
Apartment in Ipswich
4.99 out of 5 average rating, 151 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!

Top Guest favourite
A garden path winds through a colorful array of blooming flowers, including pink peonies and purple alliums. Green shrubs and neatly trimmed plants line the gravel walkway, which leads towards a decorative archway amidst a backdrop of lush trees.
Cottage in Essex
4.95 out of 5 average rating, 289 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

Guest favourite
A dining table is set with white dishware and clear glassware, accompanied by a vase filled with yellow tulips. Natural light filters through a window, illuminating the greenery outside.
Apartment in Ipswich
4.81 out of 5 average rating, 286 reviews

Charming apt-2 Bedroom -Close to Beach/Sleeps 6

Our home is in the oldest neigborhood of New englad , surrounded by restaurants, art galleries and shopping. A short walk to the river and train station. This spacious apt has dramatic views of the Ipswich River thats is just across st . You will enjoy the whole place for yourself and the living room have 65" screen tv . A kitchen includes what you will need for your stay when you aren't enjoying various neighborhood restaurants.

Guest favourite
A cozy living space features a light-colored sectional sofa in front of a wall-mounted television. A framed artwork decorates the white walls, and a small round table sits between a patterned area rug and the sofa, adding comfort to the setting.
Apartment in Stoneham
4.87 out of 5 average rating, 383 reviews

Entire guest suite in Stoneham

Come enjoy this quiet and comfy home in the heart of Stoneham—your perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Guest favourite
A spacious room features a queen bed with a gray blanket, a bedside table, and a kitchenette area with an electric kettle. Light enters through large windows with shades, illuminating the teal walls, while a soft rug is placed on the wooden floor.
Apartment in Beverly
4.88 out of 5 average rating, 129 reviews

Private Studio Near Downtown & Ocean

Take advantage of the thriving communities of the north shore with this cozy space just steps away from downtown Beverly. This room comes with a queen size bed, its own 3/4 bath, kitchenette and a private entrance in the back of our family home. Enjoy easy walking to the beach, multiple parks and restaurants and the train station to travel anywhere including Boston and downtown Salem.

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.
Apartment in Ipswich
4.88 out of 5 average rating, 340 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!

Popular amenities for Ipswich holiday rentals

When is the best time to visit Ipswich?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$223 AUD$198 AUD$212 AUD$242 AUD$308 AUD$364 AUD$387 AUD$408 AUD$353 AUD$353 AUD$271 AUD$243 AUD
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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 $71 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Ipswich holiday rentals include Wi-Fi 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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