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
Loft in Dartmouth
4.92 out of 5 average rating, 227 reviewsHarbour View Loft
Aug 7 – 14
Home in Chester Basin
4.94 out of 5 average rating, 89 reviewsThe Oasis on Blueberry Lane
Oct 5 – 12
Apartment in Prospect Bay
4.8 out of 5 average rating, 90 reviewsBeautiful ocean front couples getaway
Aug 13 – 20
Guest suite in Lawrencetown Beach
4.62 out of 5 average rating, 63 reviewsLawrencetown Beachfront NEXTASEA studio apt
Oct 20 – 27
Cabin in Mahone Bay
5.0 out of 5 average rating, 25 reviewsRipple Cove Cottage- An All Seasons Retreat
Sep 11 – 18
Cabin in Barss Corner
5.0 out of 5 average rating, 22 reviewsBeautiful waterfront cottage on Sherbrooke Lake
Mar 9 – 16
Home in Ingramport
4.92 out of 5 average rating, 64 reviewsLakefront Cottage next to ocean beach
Sep 19 – 26
Apartment in Liverpool
4.68 out of 5 average rating, 22 reviewsDowntown Liverpool 3rd floor deluxe suite
Sep 13 – 20
Family- and pet-friendly home rentals
Home in Dartmouth
4.91 out of 5 average rating, 101 reviewsHarbour View Home
Oct 8 – 15
Apartment in Halifax
4.85 out of 5 average rating, 402 reviews1 Bedroom Apt (301) in Heritage Building
Oct 24 – 31
Apartment in Halifax
4.9 out of 5 average rating, 102 reviewsModern 1858 Apartment, w/ Music Studio & Workshop
Home in LaHave Island
4.77 out of 5 average rating, 123 reviewsStunning Island Home Above Treetops Near Lunenburg
Jan 18 – 25
Apartment in Halifax
4.89 out of 5 average rating, 186 reviewsHalifax Central - Apt /Bachelor-Back Ground Level
Jun 27 – Jul 4
Bungalow in Chester Basin
5.0 out of 5 average rating, 88 reviewsOcean Front Home Chester Basin
Oct 20 – 27
Home in Chester Basin
4.87 out of 5 average rating, 39 reviewsCottage in the Woods
Aug 18 – 25
Home in Rose Bay
5.0 out of 5 average rating, 57 reviewsOcean View - 'SeaHaven' Cottage
Jan 10 – 17
Family-friendly home rentals with a pool
Condo in Halifax
4.82 out of 5 average rating, 395 reviewsHarbourfront Home Away From Home
Oct 2 – 9
Cottage in Hunts Point
4.68 out of 5 average rating, 44 reviewsOceanfront home in White Point Estates.
Jun 15 – 22
Home in Halifax
4.86 out of 5 average rating, 59 reviewsLuxury Home on Halifax Waterfront w/Pool & Hot Tub
Oct 4 – 11
Home in Pentz
4.94 out of 5 average rating, 64 reviewsRiverhouse in Pentz
Feb 23 – Mar 2
Home in Nova Scotia
4.88 out of 5 average rating, 33 reviewsThe Blue Cottage
Nov 18 – 25
Home in Hubbards
4.95 out of 5 average rating, 41 reviewsAnchorage House
Mar 31 – Apr 7
Condo in Halifax
4.87 out of 5 average rating, 356 reviewsHarbourfront Living in the Heart of Downtown
Jul 2 – 9
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
R1,669 ZAR before taxes and fees
Destinations to explore
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