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Family-friendly holiday rentals in Ipswich

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Quick stats about holiday rentals that are family-friendly in Ipswich

  • Total holiday rentals

    Explore 60 holiday rentals in Ipswich

  • Nightly prices starting at

    Ipswich holiday rentals start at $203 NZD per night before taxes and fees

  • Verified guest reviews

    Over 4,300 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 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!

Top-rated family-friendly rentals in Ipswich

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Ipswich

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

KitchenIndoor spacesValue

4.9 out of 5 average rating, 120 reviews
Top Guest favourite
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

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.

Indoor spacesFamilyLayout

4.97 out of 5 average rating, 127 reviews
Top Guest favourite
A modern living area features vaulted ceilings and wooden accents, creating an open atmosphere. A large flat-screen television is mounted on a white media console. Comfortable seating is provided on a dark sectional sofa, complemented by natural light from skylights and windows.
Home in Plum Island

“Salty Girl” Plum Island, MA

We Love our little “Salty Girl!”. She is a 2 bedrooms 1 bath family friendly open concept single family home with parking for 2 cars. The spacious deck off the back of the house has a table and a sectional outdoor sofa for enjoying the breeze and the sun! 3-5 minute walk to the beach or a 1 minute walk over the The Basin for the most unbelievable sunsets. Downtown Newburyport is a 10 minute drive or a 20 minute bike ride. We are licensed and inspected by the city of Newburyport as a legal STR.

Indoor spacesKitchenHeating

5.0 out of 5 average rating, 208 reviews
Top Guest favourite
The open kitchen features a large island with seating for several guests. A cozy living area is visible, with a comfortable seating arrangement and large windows allowing natural light and ocean views. Warm wood flooring complements the airy atmosphere.
Apartment in Rockport

4 Bed Water View w/ Parking

Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

FamilyKitchenAccess

4.99 out of 5 average rating, 173 reviews
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

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!

Indoor spacesFamilyAmenities

4.98 out of 5 average rating, 190 reviews
Top Guest favourite
The exterior of the house features a spacious deck with white railings and steps leading to the ground level. The lower terrace is adorned with decorative pots and greenery, while a gravel pathway provides access to the entryway.
Apartment in Plum Island

My Dream house with views of the marsh and sunset

Our rental space has two bedrooms, living room, full bath and a mini kitchen. There is a full deck across the front of the house and a large patio off the bedrooms which is accessed though the sliders in each bedroom. This is all private space for our guests. The views from the front deck are of the great marsh along with the beautiful sunsets. With the Two bedrooms one with a queen size bed and the other with full size bed the house can have 2 to 4 people depending on sleeping arrangements.

Indoor spacesFamilyParks

4.98 out of 5 average rating, 435 reviews
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

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!

Indoor spacesFamilyCheckout

4.99 out of 5 average rating, 230 reviews
Guest favourite
Farm stay in North Andover

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

Vineyard Retreat. Stay at the newly remodeled Ice House, a luxury farmhouse at historic Marble Ridge Farm (est. 1680). This light-filled 3-bedroom home is perfect for bachelorette weekends, bridal party get-ready, or group getaways. Enjoy the private hot tub, beautiful natural light, and a peaceful winery setting just minutes from top-rated restaurants, shopping, and major highways. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases.

KitchenIndoor spacesView

4.97 out of 5 average rating, 132 reviews
Top Guest favourite
Apartment in Ipswich

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!

Indoor spacesKitchenHiking

4.99 out of 5 average rating, 169 reviews
Top Guest favourite
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

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.

Indoor spacesFamilyQuiet

4.97 out of 5 average rating, 500 reviews
Top Guest favourite
A vibrant sunset casts warm hues across the sky, reflecting on the river below. Trees stand silhouetted against the colorful backdrop, while a few buildings can be seen in the distance. A dark car is parked along the roadside, with a bridge illuminated by soft lighting.
Apartment in Ipswich

Riverview charming ap near beach

Our 2-bedroom apartment is the perfect place for you! With stylish and comfortable furnishings, this apartment offers a warm and inviting atmosphere for up to 6 guests. Enjoy breathtaking views of the river or take a stroll along the riverbank. Conveniently located near local shops, restaurants, and attractions, this apartment is the perfect base for your stay in Ipswich. Book now and experience the beauty of Ipswich!

KitchenIndoor spacesNearby

4.92 out of 5 average rating, 102 reviews
Top Guest favourite
A sprawling house is seen from a gravel driveway, surrounded by a lush green lawn. Stone borders define the property, while tall trees and a clear blue sky enhance the spacious atmosphere. The architectural style includes varied roofing and a combination of cozy outdoor areas.
Home in Rowley

Breathtaking Farm House in Rowley!

14 Room House on Horse Farm Property. Amazing views and relaxing setting. Near Boston, Kittery, Salem, Crane Estate, Topsfield, Portsmouth, Essex, and the North Shore beaches. Golf course right across the street. Enjoy a day, week or weekend away, with horses to pet and space to enjoy. We are also located less than 5 minutes from two Rowley Wedding sites: Briar Barn Inn and Barn at Bradstreet Farm.

FamilyIndoor spacesView

4.97 out of 5 average rating, 132 reviews

Popular amenities for Ipswich family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.
Home in North Andover

Nana-tucket Inn

FamilyKitchenBreakfast

4.95 out of 5 average rating, 184 reviews
Top Guest favourite
The historic carriage house is presented in a charming turquoise color, surrounded by lush greenery and flowering plants. Tall windows provide ample natural light. A spacious yard is visible, framed by a low stone wall and iron fence.
Guesthouse in Rockport

Historic Carriage House | Dog Friendly | Hot Tub

Indoor spacesKitchenBreakfast

4.99 out of 5 average rating, 169 reviews
Guest favourite
An open living area is presented, featuring a dark leather sofa facing a circular dining table with wooden chairs. A well-equipped kitchen, complete with modern appliances, is visible in the background. Natural light enters through large windows, illuminating the wood flooring.
Apartment in Windham

The Estate Escape with Hottub

FamilyKitchenLaundry

4.86 out of 5 average rating, 256 reviews
Top Guest favourite
The entrance to the Farm House Suite is framed by vibrant pink flowering bushes. A curved brick pathway leads to a welcoming green door, complemented by white wooden siding and surrounded by lush greenery.
Farm stay in Eliot

Shilo Farmhouse: Goats & Hot Tub! Near Portsmouth

KitchenIndoor spacesDecor

4.98 out of 5 average rating, 150 reviews
Top Guest favourite
Outdoor dining tables are set under large umbrellas, with guests enjoying a waterfront view. Sailboats are anchored in the calm water during sunset, creating a serene coastal atmosphere. The soft colors of the sky reflect on the water, enhancing the picturesque dining experience.
Guest suite in Kittery Point

Close to Beaches, Portsmouth, Shopping + Hot Tub

Indoor spacesFamilyBathroom

4.95 out of 5 average rating, 381 reviews
Top Guest favourite
A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.
Home in Derry

Sanctum by the Lake

Indoor spacesKitchenCleanliness

4.93 out of 5 average rating, 282 reviews
Top Guest favourite
A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.
Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

Indoor spacesKitchenSleep quality

4.98 out of 5 average rating, 218 reviews
Top Guest favourite
A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.
Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

KitchenFamilyBarbecue

4.96 out of 5 average rating, 282 reviews

Family- and pet-friendly home rentals

Guest favourite
The backyard features a patio area with a propane grill and seating arrangement, including wicker chairs and a loveseat. A gas-powered fire pit is at the center, surrounded by two chaise lounges. Lush greenery and a fence enhance the outdoor space.
Home in Plum Island

Quick walk to the beach, dog friendly w/ full yard

Indoor spacesFamilyQuiet

4.92 out of 5 average rating, 140 reviews
Guest favourite
A vibrant sunset casts warm orange and yellow hues across the ocean's surface, reflecting on gentle waves. Silhouetted rocks line the shore, while distant land appears along the horizon, creating a serene coastal scene.
Home in Rockport

Sea Vagabond - Watch the waves, stroll to the sand

Indoor spacesKitchenValue

4.81 out of 5 average rating, 101 reviews
Top Guest favourite
Cottage in Gloucester

Sunny & private cottage in Lanesville Village

KitchenIndoor spacesBackyard

4.97 out of 5 average rating, 158 reviews
Guest favourite
A bright living room features a white sofa adorned with striped pillows, complemented by a wooden coffee table holding decorative items. Earth-toned curtains frame the window, which offers a glimpse of the outside. Natural light enhances the space, while woven wall hangings add texture.
Home in Plum Island

Plum Island Cottage

Indoor spacesFamilyHospitality

4.93 out of 5 average rating, 101 reviews
Guest favourite
An open concept living area features a cozy sofa, a round coffee table with decorative items, and a dining area. A spacious bed is visible through an archway, surrounded by natural light from multiple windows. Charming period details are present throughout the space.
Condo in Newburyport

Newburyport Apartment Suite

KitchenFamilyAmenities

4.91 out of 5 average rating, 131 reviews
Top Guest favourite
A large tree with a broad canopy dominates the lush backyard, surrounded by greenery. The area features a stone border outlining a patch of grass, with glimpses of the landscape beyond, including wooded areas and a play structure in the distance.
Home in Danvers

Large, Comfortable & Conveniently located Home

FamilyIndoor spacesNearby

4.99 out of 5 average rating, 135 reviews
Top Guest favourite
A living area features hardwood floors and large windows allowing natural light. A vintage television stand hosts a flat-screen TV, while a green chair and brown armchair provide seating. A cream ottoman sits in front of a small coffee table, and a decorative fireplace adds character.
Apartment in Danvers

Danvers 1800's Home Apartment

KitchenFamilyCleanliness

4.87 out of 5 average rating, 115 reviews
Top Guest favourite
A bright living room features a vaulted ceiling with exposed wooden beams. A stone fireplace is centered against a soft blue wall. Comfortable seating includes light-colored sofas and armchairs. A glass coffee table sits atop a patterned rug, with a contemporary chandelier providing overhead lighting.
Cottage in Plum Island

Sunset Bliss- stylishly renovated, 3 min to beach

Indoor spacesKitchenNearby

4.86 out of 5 average rating, 131 reviews

Family-friendly home rentals with a pool

Guest favourite
Cottage in Plum Island

Sunset Waterfront Retreat | Private Beach, Pool &

KitchenFamilyLaundry

4.93 out of 5 average rating, 140 reviews
Top Guest favourite
Cottage in Marblehead

Pool Is Open in Sept! Steps from Harbor + Old Town

KitchenIndoor spacesBeach

4.99 out of 5 average rating, 167 reviews
Guest favourite
A cozy living area features a spacious daybed flanked by decorative pillows. Two armchairs are positioned across from a coffee table, enhancing the seating arrangement. A decorative vase adds charm beside the fireplace, while natural light filters through the window, illuminating the wood flooring.
Guest suite in Revere

Amazing studio

Indoor spacesFamilyValue

4.88 out of 5 average rating, 206 reviews
Guest favourite
Apartment in Manchester-by-the-Sea

Private Pool Retreat w/Fire Pit Near Singing Beach

KitchenFamilyEV charging

4.91 out of 5 average rating, 198 reviews
Guest favourite
Apartment in Everett

Curated Designer Retreat • Pool • Gym • Dining

Indoor spacesFamilyComfort

4.95 out of 5 average rating, 108 reviews
Top Guest favourite
A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.
Guesthouse in Newton

Charming 2-story private Guesthouse

Indoor spacesFamilyHospitality

4.94 out of 5 average rating, 254 reviews
Guest favourite
A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.
Guesthouse in West Roxbury

Country Cottage in the City

Indoor spacesFamilyComfort

4.95 out of 5 average rating, 217 reviews
Guest favourite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Apartment in Brighton

The Murthy : Bright • Spotless • W/D

FamilyIndoor spacesParks

4.96 out of 5 average rating, 159 reviews

When is the best time to visit Ipswich?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$280 NZD$247 NZD$230 NZD$412 NZD$529 NZD$611 NZD$515 NZD$464 NZD$380 NZD$436 NZD$279 NZD$270 NZD
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