Vacation rentals in Ipswich

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Top-rated vacation rentals in Ipswich

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

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Guest favorite
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 favorite
A sunset over the lake creates a vibrant display of pinks and purples reflected in the calm waters. The surrounding trees frame the scene, enhancing the tranquility of the natural landscape.
Cottage in Essex
4.97 out of 5 average rating, 119 reviews

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Top guest favorite
A charming guest suite is visible amidst a well-kept yard, characterized by a blend of unique architectural elements. The structure features multiple windows and a welcoming entrance. Surrounding greenery and trees provide a sense of tranquility, enhancing the inviting outdoor space.
Guest suite in Beverly
5 out of 5 average rating, 131 reviews

Peaceful, 1888 Mediterranean Manor by the Beach

Architectural charm in this newly renovated, eco-friendly guest suite, could be a destination in itself with a granite kitchen, open living/dining, large yard, patio, private outdoor fireplace and fountain, and brick courtyard. A block away are beaches, lighthouse, playgrounds and a seaside park. Beverly has historic theatres, top-notch dining, cafes and microbrews. Boston is conveniently 30 mins away; other attractions like museums, castles, trails, water sports and whale watching are nearby.

Top guest favorite
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, 181 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!

Top guest favorite
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!

Top guest favorite
A bright living area features large windows with views of a garden and ample natural light. A comfortable dark sofa and a plush chair are arranged around a glass coffee table on a colorful area rug. A wooden dresser and a small dining table add warmth to the space.
Home in Rockport
4.97 out of 5 average rating, 353 reviews

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

Guest favorite
Home in Ipswich
4.9 out of 5 average rating, 118 reviews

Hillside Ocean View 2BR with Private Beach Access

Cozy, light-filled home just a 10-min walk to Pavilion Beach with access to private Clark Beach too. Open living space with ocean views, comfy seating, fast WiFi, and streaming. Enjoy sunrises from the queen bed in the main bedroom; second bedroom also has a queen. Fully equipped kitchen with lobster pot and dishwasher. Relax in the ocean-facing sunroom or grill on the balcony with stunning views. Perfect for families or small groups seeking a relaxing beach escape.

Top guest favorite
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, 153 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 favorite
A well-lit bedroom features large windows with scenic water views. A spacious bed is dressed in soft linens, accompanied by a cozy throw. A small seating area includes two chairs and a lamp, enhancing the relaxing atmosphere of the room.
Home in Ipswich
4.98 out of 5 average rating, 121 reviews

Hillside

Perfectly situated within steps of Pavilion Beach and Pirate Park Playground. Makes for a great family getaway! Highchair and pack & play available! Wake up to this sun-filled home with water views from almost every window in the house! Enjoy the wraparound deck with lots of space for outdoor entertaining while taking in the spectacular views! The kitchen is well equipped with all new appliances, including a Viking range for those who love to cook.

Top guest favorite
A charming log cabin is surrounded by lush greenery. Two miniature horses graze leisurely on the grass in front of the cabin, which features a covered porch and simple landscaping with flowers. Sunlight filters through the trees, highlighting the serene woodland setting.
Cabin in Rockport
4.97 out of 5 average rating, 483 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Guest favorite
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.
Apartment in Ipswich
4.86 out of 5 average rating, 332 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.

Guest favorite
The outdoor patio features a dining table with four chairs and a grill. A large umbrella provides shade, while greenery is visible in the background. The deck is furnished with light-colored flooring, offering an inviting space for outdoor gatherings.
Apartment in Ipswich
4.82 out of 5 average rating, 191 reviews

2b apt loft downtown Ipswich

When you get in to this apt/loft you will be amazed by the comfort and cozy set up. This unit is located downtown Ipswich on the third floor with a beautiful view where you can enjoy sunsets and have a place to hang out. NOT RECOMMENDED for elderly people because of the stairs. there are three sets of stairs, also if you are traveling with young children or toddlers need to be aware of the height and the whereabouts.

Popular amenities for Ipswich vacation rentals

When is the best time to visit Ipswich?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,678 ZARR2,373 ZARR2,543 ZARR2,899 ZARR3,695 ZARR4,373 ZARR4,644 ZARR4,899 ZARR4,238 ZARR4,238 ZARR3,254 ZARR2,915 ZAR
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Ipswich?

    Ipswich has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Ipswich with our house rentals, starting at about $150 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 Ipswich?

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

  • 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.

  • 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.

  • Do house rentals in Ipswich have air conditioning?

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

  • 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.

  • Do house rentals in Ipswich have wifi?

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

  • Do apartment rentals in Ipswich have free parking?

    Absolutely! We offer over 20 apartment rentals with free parking 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 air conditioning, over 40 homes with wifi, over 40 homes with free parking, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Ipswich

  • Total vacation rentals

    Explore 100 vacation rentals in Ipswich

  • Nightly prices starting at

    Ipswich vacation rentals start at R848 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 6,080 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Ipswich vacation 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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