Chester Holiday Rentals: Short-Term Accommodations for Rent

A calm lake with boats, a stone dock, and houses with a stone wall and trees in the background.

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Our top choices for Chester holiday rentals

1. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Windsor Road

Carol

HK$1,469 total

includes taxes & fees

30 Aug - 31 Aug

2. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Chester Basin

Suzanne

HK$1,469 total

includes taxes & fees

8 Sept - 9 Sept

3. 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

Hubbards

Lisa

HK$1,719 total

includes taxes & fees

16 Aug - 17 Aug

4. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

Chester Basin

francesco c.

HK$1,469 total

includes taxes & fees

7 Sept - 8 Sept

5. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

Western Shore

Kirby D.

HK$4,424 total

includes taxes & fees

12 Aug - 13 Aug

Premium bedding, pillow-top beds, free WiFi

6. Black Forest Cabins

Mahone Bay

Jacob

HK$2,063 total

includes taxes & fees

17 Aug - 18 Aug

7. Micro Boutique Living Wolfville

Wolfville

Kimberly

HK$1,034 total

includes taxes & fees

16 Aug - 17 Aug

8. Oakhill Pines Campground

Oak Hill

Andrea

HK$763 total

includes taxes & fees

12 Aug - 13 Aug

9. Luxury lakefront dome with private beach, close to nature and town!

Lunenburg

Kelsea

HK$2,656 total

includes taxes & fees

31 Aug - 1 Sept

10. SUN, SAND, OCEAN, in Hubbards. What more do you need?

Hubbards

Angela C.

HK$3,898 total

includes taxes & fees

6 Sept - 7 Sept

11. Lake Mushamush Cottage!

Lower Northfield

Patricia C.

HK$1,898 total

includes taxes & fees

17 Aug - 18 Aug

12. SUN, SAND, OCEAN in Hubbards Nova Scotia

Hubbards

Gloria L.

HK$3,372 total

includes taxes & fees

6 Sept - 7 Sept

13. One bedroom fully equipped Mahone Bay luxury cottage

Mahone Bay

Kathryn H.

HK$2,092 total

includes taxes & fees

16 Aug - 17 Aug

14. One bedroom fully equipped Mahone Bay luxury cottage

Mahone Bay

James

HK$2,092 total

includes taxes & fees

27 Aug - 28 Aug

15. Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax

Boutiliers Point

Suzanne

HK$2,713 total

includes taxes & fees

26 Aug - 27 Aug

16. Beach Cottage - Oak Hollow - Hubbards Beach

Hubbards

"Jared (the owner) made our stay at Hubbards beach one we wont soon forget. The staff accommodated our every need, going above and beyond to secure us provisions when all the shops were closed for canada day. The cottage (oak hollow) was spacious, comfortably sleeping 5 adults, with a rustic and comfortable decor. The fireplace in the cottage saw a lot of use and was fully stocked with wood at no cost. Steps from the gorgeous hubbards beach, this spot had no shortage of activities to keep us...

CHRISTIAN P.

HK$3,748 total

includes taxes & fees

8 Sept - 9 Sept

17. Beach Cottage - White Birches - Hubbards Beach

Hubbards

Victoria H.

HK$4,486 total

includes taxes & fees

23 Aug - 24 Aug

18. Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

Bridgewater

Christina

HK$1,877 total

includes taxes & fees

14 Aug - 15 Aug

19. Lakeside Cottage Retreat-Your Year Round Getaway

Windsor

Alane B.

HK$2,567 total

includes taxes & fees

8 Sept - 9 Sept

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Top Chester Hotel Reviews

Oak Island Resort & Conference Centre

10/10 Excellent

"Accueil A1 belle vue sur la baie"

Bridgewater Hotel

8/10 Good

"Unlike most "budget" hotel/motels we had a coffee machine [with coffee, sugar etc.] a working microwave and a compact fridge. The TV was new and had extensive channels listed. The air conditioning kept the room comfortable and the bed was firm but also comfortable. We neither used the lounge or restaurant but they looked nice and the menu was extensive and reasonably priced. We were particularly impressed with the staff at the front desk who were as friendly and helpful as anyone could possibly be. When I looked at the prices of other places to stay, this location was an excellent buy. We also found that the motel parking was excellent for anyone with limited mobility. The location was incredible with several "fast food" locations within easy walking distance an an excellent Mall across the street. We had read some of the reviews before we left for B'water and one of my travelling companions wonderer who the a*******s were that wrote some of them! You may be disappointed if you're used to the much more expensive motels but, if cost is a major consideration - I highly recommend this motel simply because it does its job well at a very reasonable price. We would definitely stay there again."

Mount Saint Vincent University Residence - Hostel

10/10 Excellent

"Super warm - no AC in the rooms, the sheets and blankets were a bit ratty. I would recommend bringing your own. There was a small fan in the room which i moved around to keep the air flowing. It was fairly clean but could’ve used a little more attention (i.e. random sticky substance on the floor of the room, shrimp rail just outside). It’s up a very big uphill climb lol. Vending machine had no water for the whole stay, but there was a brita jug in the shared kitchen."

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Chester holiday rentals

1. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

2. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

3. 4 bed ,2 bathroom home. 2 of the 4 bedrooms are slightly smaller . Still comfort

4. Tiny home in Chester Nova Scotia. Hosted by Dordean Suites

5. Luxury Oceanfront Retreat in Chester close to Mahone Bay, Lunenburg,

6. Black Forest Cabins

7. Micro Boutique Living Wolfville

8. Oakhill Pines Campground

9. Luxury lakefront dome with private beach, close to nature and town!

10. SUN, SAND, OCEAN, in Hubbards. What more do you need?

11. Lake Mushamush Cottage!

12. SUN, SAND, OCEAN in Hubbards Nova Scotia

13. One bedroom fully equipped Mahone Bay luxury cottage

14. One bedroom fully equipped Mahone Bay luxury cottage

15. Romantic Oceanfront Studio | Private Hot Tub | Fireplace | Near Halifax

16. Beach Cottage - Oak Hollow - Hubbards Beach

17. Beach Cottage - White Birches - Hubbards Beach

18. Luxurious 2 Bedroom with King and Queen bed and 1.5 Bathroom sleeps 6.

19. Lakeside Cottage Retreat-Your Year Round Getaway

Find holiday rentals that suit your style

Top Chester Hotel Reviews

Oak Island Resort & Conference Centre

Holiday Inn Express & Suites Halifax - Bedford by IHG

Days Inn & Conference Center by Wyndham Bridgewater

Slumber Inn

Stardust Motel Bedford

Bridgewater Hotel

Mount Saint Vincent University Residence - Hostel

Old Orchard Inn

Best Western Plus Bridgewater Hotel & Convention Centre