Holiday houses in Grimsby

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Top-rated holiday rentals in Grimsby

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Guest favourite

Guesthouse in Lincoln

4.94 out of 5 average rating, 172 reviews

Little Blue Barn on the Bench

Beautifully situated in the heart of Niagara's wine country and minutes away from the Bruce trail and other hiking favourites, our guest house boasts peaceful views of rolling farmland. Built on top of a barn-style workshop, this private and peaceful studio space is the perfect Niagara getaway for a couple or an individual. Come catch a stunning sunset on your own private deck while you sip a glass of wine or enjoy a coffee. Other perks for your enjoyment: king size bed and out door firepit.

Guest favourite

Apartment in Grimsby

4.88 out of 5 average rating, 105 reviews

Sunny 1 Bedroom Apartment , PET friendly

Relax with 1 bed room apartment , Pet friendly in an historic building The apartment offers a queen-sized bed . The kitchen with open concept gives you feeling to live in both modern nest and in an historical building . The place is perfectly for 2 people or a small family of 3 Minutes walk to downtown Grimsby, parks, restaurants, boutiques and banks. Minutes drive to shopping, QEW, lakeside community. 15 minutes to wineries and distilleries. Free parking, wifi. Smart TV with Netflix

Top Guest favourite

Home in Grimsby

4.97 out of 5 average rating, 34 reviews

Enchanted Lane Hideaway

Enchanted Lane Hideaway- Our charming bachelor suite is the perfect escape for relaxation and comfort. Offers a welcoming blend of cozy design and modern amenities. Highlights Include: • Enjoy peaceful mornings with a coffee or unwind in front of the barbecue ready for outdoor dining. • High-speed Wi-Fi, a flat-screen TV, and an in-suite washer and dryer make your stay convenient and connected. • Relax in our spacious, spa-like walk-in shower, perfect for unwinding after a long day

Guest favourite

Apartment in Hamilton

4.98 out of 5 average rating, 376 reviews

Vintage Dreams | Mid-Century Design in artsy area

Love is in the details, so we know you’re going to fall madly in love with The Aberdeen. This mid-century gem is dripping with style, comfort and touches that'll make you feel like it was designed just for you. Whether you have plans to stay in and dance barefoot to the record player or cuddle up on the couch to write a bestseller, one thing is sure - the creative vintage vibes of the space, the private outdoor courtyard and the eclectic neighbourhood will leave you inspired.

Top Guest favourite

Apartment in Caistor Centre

4.96 out of 5 average rating, 305 reviews

The Porch

Relax and unwind at The Porch. Enjoy your romantic getaway. Watch the sunrise with a coffee on your private deck. You'll love this country escape with modern amenities. This 1830's Log Cabin has unique charm and warmth and is located on the Niagara escapment. Close to many golf courses and conservation areas. Dance and star gaze in this out of the city getaway. The secluded hottub is 30m from your door inside the barn. 420 and LGBTQ+ friends welcome.

Top Guest favourite

Guesthouse in Lincoln

4.98 out of 5 average rating, 214 reviews

Cottage On Lake Ontario Niagara

OPEN TIMESLOTS JUNE 11 (1 night/2 days) JUNE 28-JULY 25 AUGUST 1-31 Unwind at our cozy guest house. Beautiful 2-bedroom cottage. Enjoy the direct waterfront views from the living room, bedroom and wrap around composite deck. Outdoor fire pit and BBQ. We are located along the south shore of Lake Ontario amongst the fruit belt of the Niagara. Set in vineyards, peach, nectarine and plums. Close to wineries & shops. Free Tesla charging on-site.

Top Guest favourite

Guest suite in Lincoln

4.96 out of 5 average rating, 114 reviews

Modern Guest Suite in the Heart of Wine Country

Nestled between the Niagara Escarpment and Lake Ontario, this newly renovated private suite is perfect for wine lovers and nature lovers alike. Home to some of the most esteemed vineyards and restaurants. If nature is your thing there are seven Conservation areas and 8 cycling trails nearby. The suite offers wifi, air conditioning, kitchen, bedroom with queen size bed and living space with pull-out couch and private bathroom.

Top Guest favourite

Guest suite in Grimsby

4.95 out of 5 average rating, 276 reviews

The Grimsby Getaway -Full Kitchen, Fire Pit, Lake

Open concept home with full kitchen, 6 windows for natural light, walking distance from lake, large backyard & firepit, office space 1000 Mbps High Speed Wi-Fi, washer & dryer with full bathroom. Great for up to 6 guests. ✓ Vineyard country ✓ 25 minutes from Clifton Hills, Niagara Falls ✓ Grimsby is full of hiking spots and the beautiful Bruce trail. ✓ Between Niagara and Toronto ✓ 6 minute walk to the waterfront

Top Guest favourite

Apartment in Lincoln

4.95 out of 5 average rating, 224 reviews

Lovely 1-Bedroom Apartment in Beamsville

Cozy, one-bedroom unit in the heart of Beamsville. Minutes from the highway and the downtown core, and a short drive from wineries, breweries, hiking trails, and more. Enjoy this basement apartment equipped with a queen bed, double futon, private bath, and small kitchenette for basic food prep. Some continental breakfast options also included! Access the unit through a separate entrance in the backyard.

Top Guest favourite

Guest suite in Grimsby

4.99 out of 5 average rating, 135 reviews

Relaxing Suite - Gateway to Niagara Region

Located in a quiet and scenic neighbourhood near the niagara escarpment, within walking distance to downtown and in close proximity to everything the Niagara Region has to offer (Falls, Wineries, Bruce Trail, Lake Ontario etc.). The suite has two bedrooms, a full bath, separate entrance, elegant living room and bedrooms, and access to a relaxing backyard oasis with seasonal swimming pool when it is open.

Top Guest favourite

Tiny home in Lincoln

4.98 out of 5 average rating, 400 reviews

Ironwood Cabin - cozy retreat in wine country

Our cabin is located in the quiet hamlet of Campden in Niagara wine country and within easy reach of wineries, hiking trails and bike routes. Look at my Guidebook for lots of local accesses to the Bruce Trail and be sure to chat with me about some of our favourite spots. Some fantastic local wineries are within walking distance and we have bike and e-bike rentals on property available to you as well!

Guest favourite

Holiday home in Lincoln

4.89 out of 5 average rating, 140 reviews

Cozy A-Frame Retreat in Niagara Wine Country

Our 1950s A-frame retreat offers 3 bedrooms, 2 baths, a renovated kitchen, and stunning views of snow-dusted vineyards and the Niagara Escarpment. Enjoy cozy nights by the fire, explore winter winery tours, or snowshoe scenic trails nearby. Perfect for a romantic getaway or family trip, this serene yet central location is your ideal winter retreat.

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Other great holiday rentals in Grimsby

Top Guest favourite

Tiny home in Saint Anns

5 out of 5 average rating, 20 reviews

Hummingbird House

AnjaRating, 5 stars5 days ago

The RV has everything one needs for a short stay if you are in the area, visiting local attractions like we did. Holly and her husband are friendly folks and ensured we were settled in upon arrival. Thanks for having us for the night! We enjoyed our stay.

Townhouse in Grimsby

4.57 out of 5 average rating, 111 reviews

Grimsby-Forever Love Cottage Unit 2 with trail

DaniRating, 5 stars1 month ago

I stayed in the BNB for my moving day with my parents and my 2 dogs. The place was everything we needed. Quiet, calm, peaceful for a very stressful day. The location is 7 minutes walk to downtown where there are plenty restaurants and bars and just beside a pretty trail for a nice walk. The communication with the host was fast and clear. Instructions were clear and everything in the house was functional and just what we needed.

Top Guest favourite

Guest suite in Grimsby

5 out of 5 average rating, 10 reviews

Come From Away

BarbaraRating, 5 stars10 months ago

We have stayed at a lot of Air bnb’s and have NEVER felt so at home. Kendra always gave us suggestions (great ones) of places to eat and things to do while in the area. We came back from an outing and she had left us some delicious homemade muffins.(YUM) Her dog, Tucker, was such a sweetheart. He was so very friendly. We loved the backyard and the pool area. This is a very welcoming home and host. We will definitely stay again, when we return to Canada. We highly recommend this Airbnb.

Townhouse in Winona South

5 out of 5 average rating, 3 reviews

Close to Fifty Point Conservation-3BR-Fast wifi

NicoleRating, 5 stars2 weeks ago

Tiffany & Charles' place is a SUPER find for an Air BNB! The Townhouse is right off the QEW and extremely close to the Winona Crossing business plaza. Exactly as described!! The townhouse is tastefully decorated and a very modern and well thought out layout! The balcony on the main floor is a nice added surprise, a great place to kick back and relax and attached right to the bedroom on that floor. The Kitchen and living area is open concept, attached to the first bedroom, and well stocked dishware and cutlery etc.! The top floor has the master bedroom and ensuite and the bed was SO comfortable, it's probably one of the best mattresses I have slept on, in an Air BNB. As well as another bedroom! The Townhome also has 3 bathrooms, the Master bathroom shower is beautiful and huge. A rare find at a reasonable price per night. I could easily see myself and my partner staying at this Townhome again and it would work nicely for a longer stay as well.

Top Guest favourite

Farm stay in Grimsby

5 out of 5 average rating, 34 reviews

The Coop at Mountain Ridge

CharmaineRating, 5 stars1 month ago

My only “even better if” for my stay at The Coop is that I booked more time there. I arrived feeling stressed from busy-ness of the city and left peaceful. This stay was to do creative thinking/focused work .. this was the perfect spot for this! Remote yet 5-10min to shops, restos, beach etc. Inside space is rustic yet modern and very spacious. Enjoyed the outdoor space with table and bbq (had dinner outside .. enjoyed warm evening sun). The bed was fabulous - comfortable, crisp / fresh bedding and the big windows were soothing to wake to. Ava was extremely responsive and helpful. Instructions were very easy and clear to follow. Bonuses were fresh eggs (yum!) and the “greeters” (Ozzie and Cliff) who came by to say hi if they were out (adorable, friendly dogs). Ava and Tim - you’ve created something really special! Thank you!!

Superhost

Home in Hamilton

4.9 out of 5 average rating, 29 reviews

Private Waterfront Paradise Home on Lake Ontario!

KyleRating, 5 stars3 weeks ago

The home matched the description and had a nice back yard right on the water. There isn't really any beach, but we didn't expect one. The home was clean and well set up. The kitchen was functional and plates/silverware were present but pots/pans/other cooking utensils were very basic and it would have been difficult to actually cook/bake. There were plenty of towels and linens and everything was very clean. The host is very responsive.

Guest favourite

Farm stay in Lincoln

4.97 out of 5 average rating, 29 reviews

Country Estate | Wine Room, Sauna, Pond, Wineries

NancyRating, 5 stars1 week ago

We enjoyed this home again for a second time stay ~ and will be returning for another “sister R&R get-a-way”. This home offers everything needed whether you choose to explore the area or simply enjoy a staycation. Look no further as the pictures say it all! Highly recommend this gem.