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Family-friendly vacation rentals in Chester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chester
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Chester family-friendly rentals
Family-friendly home rentals with a hot tub
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Cabin in Kingston
4.95 out of 5 average rating, 330 reviewsBramble Lane Farm & Cottage
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTQ4MzQzNjQ%3D/original/c068c3f5-609d-4ce5-b445-d5e01f4ce6c5.jpeg?im_w=720)
Loft in Dartmouth
4.92 out of 5 average rating, 228 reviewsHarbour View Loft
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Home in Chester Basin
4.94 out of 5 average rating, 97 reviewsThe Oasis on Blueberry Lane
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Rental unit in Prospect Bay
4.8 out of 5 average rating, 90 reviewsBeautiful ocean front couples getaway
![](https://a0.muscache.com/im/pictures/de24e953-4bce-4ed9-a458-3d7764b75442.jpg?im_w=720)
Cabin in Mahone Bay
5 out of 5 average rating, 25 reviewsRipple Cove Cottage- An All Seasons Retreat
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Cabin in Barss Corner
5 out of 5 average rating, 22 reviewsBeautiful waterfront cottage on Sherbrooke Lake
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Home in Ingramport
4.92 out of 5 average rating, 64 reviewsLakefront Cottage next to ocean beach
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Rental unit in Liverpool
4.68 out of 5 average rating, 22 reviewsDowntown Liverpool 3rd floor deluxe suite
Family- and pet-friendly home rentals
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Rental unit in Dartmouth
4.92 out of 5 average rating, 109 reviewsHarbour View Home
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Rental unit in Downtown Halifax
4.82 out of 5 average rating, 618 reviews1 Bedroom Apt (401) in Heritage building
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Rental unit in Halifax
4.89 out of 5 average rating, 188 reviewsHalifax Central - Apt /Bachelor-Back Ground Level
![](https://a0.muscache.com/im/pictures/108525308/77c15e81_original.jpg?im_w=720)
Home in LaHave Island
4.77 out of 5 average rating, 124 reviewsStunning Island Home Above Treetops Near Lunenburg
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Bungalow in Chester Basin
5 out of 5 average rating, 89 reviewsOcean Front Home Chester Basin
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Home in Chester Basin
4.87 out of 5 average rating, 39 reviewsCottage in the Woods
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Cottage in Leminster
5 out of 5 average rating, 9 reviewsCozy Lakefront Cottage
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Home in Rose Bay
5 out of 5 average rating, 59 reviewsOcean View - 'SeaHaven' Cottage
Family-friendly home rentals with a pool
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Condo in Downtown Halifax
4.87 out of 5 average rating, 369 reviewsHarbourfront Living in the Heart of Downtown
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Cottage in Hunts Point
4.68 out of 5 average rating, 44 reviewsOceanfront home in White Point Estates.
![](https://a0.muscache.com/im/pictures/102385884/fb2a60e0_original.jpg?im_w=720)
Home in Pentz
4.94 out of 5 average rating, 64 reviewsRiverhouse in Pentz
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Home in Halifax
4.88 out of 5 average rating, 65 reviewsLuxury Halifax Waterfront Paradise -Pool & Hot Tub
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Home in Nova Scotia
4.88 out of 5 average rating, 33 reviewsThe Blue Cottage
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Home in Hubbards
4.95 out of 5 average rating, 41 reviewsAnchorage House
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Condo in Downtown Halifax
4.83 out of 5 average rating, 409 reviewsHarbourfront Home Away From Home
Quick stats about vacation rentals that are family-friendly in Chester
Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
700 reviews
Nightly prices starting at
$124 CAD before taxes and fees
Destinations to explore
- Lunenburg Vacation rentals
- Dartmouth Vacation rentals
- Wolfville Vacation rentals
- Truro Vacation rentals
- South Shore Vacation rentals
- Mahone Bay Vacation rentals
- Bedford Vacation rentals
- Annapolis Valley Vacation rentals
- Tatamagouche Vacation rentals
- Bridgewater Vacation rentals
- Halifax Vacation rentals
- Moncton Vacation rentals
- Family-friendly rentals Canada
- Family-friendly rentals Halifax
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- Family-friendly rentals Nova Scotia
- Family-friendly rentals Downtown Halifax
- House rentals Chester
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- Rentals with a fireplace Chester
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- Rentals with beach access Chester
- Pet-friendly rentals Chester
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