Vacation rentals in Pine Grove

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Top-rated vacation rentals in Pine Grove

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Top guest favorite
A vintage schoolhouse stands in the background, showcasing its distinctive architecture and large windows. In the foreground, a well-crafted bike rack holds several bicycles under a shaded canopy, surrounded by autumn foliage and a gravel pathway.
Home in New Hamburg
5 out of 5 average rating, 108 reviews

The Heart of New Hamburg - Picturesque Modern Home

This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

Guest favorite
Dome in Burlington
4.96 out of 5 average rating, 213 reviews

Winter Escape Tropical Dome! Animal Lovers Dream

Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

Top guest favorite
An open floor plan features a queen bed with light bedding, complemented by a cozy couch and armchair. Large windows allow natural light to brighten the space, while wooden beams add character to the ceiling. A small coffee table and decorative plants enhance the inviting atmosphere.
Cottage in Portland
4.97 out of 5 average rating, 128 reviews

Lake-View Cottage for 4 · Wine Tasting Included

Welcome to Fisherman’s Cottage; a cozy retreat with gorgeous lake views from the enclosed front porch and open-air back deck- perfect for catching a breathtaking sunset. Spend some time enjoying a complimentary wine tasting at nearby 21 Brix and return to comfortable furnishings, a fully equipped kitchen, and an efficient bath complete with a spa tub. Rent alone or pair with our newly renovated Mainstay cottage next door for extra space- ideal for families or groups seeking a peaceful getaway.

Top guest favorite
A repurposed shipping container is set within a forested area, surrounded by tall trees. A circular fire pit made of smooth stones can be seen in the foreground, with a fire crackling. A hammock is hung between two trees nearby, and two chairs are positioned on a wooden deck.
Shipping container in Simcoe
4.97 out of 5 average rating, 127 reviews

Little Can in the Pines - Bunkie No. 1

*NO hydro/power/electricity *NO running water *NO flush toilet (outhouse only) *NO Wi-Fi *NO street lights (it's dark at night) *NO sheets, blankets, pillows - Queen *NO cookware, plates, utensils etc. *HEATED seasonally from Oct - May *Outdoor shower - operates seasonally *Poor cell signal (except Rogers) *Very private *Far from road - 800 ft *Dogs welcome *Firewood for sale *BBQ & propane provided w/ tongs & spatula *Bunkies are 400 ft apart from each other We look forward to hosting you!

Guest favorite
A modern living area is presented with leather seating, featuring a spacious sectional sofa and a sleek coffee table. Natural light enters through large windows, illuminating the neutral walls. A staircase is visible in the background, leading to the upper level.
Cottage in Vittoria
4.83 out of 5 average rating, 244 reviews

'Just Beachy' Turkey Point | Patio | Walk to beach

Just Beachy -Ontario's beautiful southwest coast, Turkey Point -1 of 5 Hartgill Vacation Homes -Modern, open-concept cottage -One block walk to the sandy beach & lake -AC & Heat -Wood bonfire -Private yard space, not connected to others -Covered patio with lights -BBQ w propane -Walking distance to shopping, LCBO, restaurants -Connected w Gone Coastal -Private parking for 2-3 vehicles -Grassy yard -Dishwasher, Washer/Dryer -Rainshower, tub -Quiet, no disturbances from the connected cottage

Top guest favorite
A private yard features a hot tub alongside a cozy fire pit area, surrounded by four blue Adirondack chairs set on pebbles. A wooden pergola above provides a charming touch, complemented by lush green grass and a fully fenced perimeter.
Cabin in Port Dover
4.83 out of 5 average rating, 143 reviews

Cobalt Hideaway| Hot Tub |Walk to beach | Bonfire

Relax & kick back in this cozy, stylish cottage in the heart of Port Dover! -Pet friendly! -Hot tub all year! -Fully Fenced in -Short walk to the beach -2 Bicycles incl. -Cornhole & Putting Green -Fireplace -AC -Fast Wi-Fi -Lg. yard -Rainshower -Solo Stove/Wood Bonfire -Gas BBQ -Deck & lounge chairs -Nearby restaurants, cafés, shops -Blackout blinds This cottage is located on the same property as the Ivory Cottage, if you want to have friends/family stay close by they can book it!

Guest favorite
The hillside villa features multiple levels with large windows offering expansive views. Smooth wooden decks are visible, surrounded by greenery, while a staircase leads to the entry. Reflective glass accents enhance the modern design, blending harmoniously with the natural surroundings.
Villa in Burlington
4.95 out of 5 average rating, 168 reviews

Waterfront Hillside Villa

Welcome to your stunning Hillside Villa situated on 150' of waterfront. Enjoy the peaceful surroundings and quiet Bay views from your 3 private outdoor decks & hot tub. Entertaining is easy in this gourmet kitchen, which is open to 1 of 2 fireplaces, family room & dining room with floor to ceiling views of the Bay. Breathe taking views of the Bay from your private dock. Hidden gems: gym, 2nd kitchen, foosball table, EV charging and private trail.

Top guest favorite
A cottage is surrounded by vibrant red foliage, showcasing a blend of natural colors. The exterior features light wood siding and a tiled roof, with large glass doors leading to a patio area. Lattice work adorns parts of the structure, adding texture and visual interest.
Guesthouse in Delhi
4.98 out of 5 average rating, 169 reviews

R&R La Petite Rhineland Retreat

Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

Top guest favorite
The tranquil interior features vaulted wood-beam ceilings and wide-plank hardwood flooring. Two spacious beds are positioned on opposite sides, with decorative rugs underneath. A cozy seating area is present, alongside a modern fireplace and desk area, providing a rustic yet comfortable atmosphere.
Barn in Simcoe
5 out of 5 average rating, 37 reviews

Luxury Hayloft Near Turkey Point and Port Dover

Treat yourself to a luxurious rustic getaway, in what was once a Hayloft. Our space, which is located on a second storey, overlooks hundreds of acres of farmland. If you’re lucky you might spot deer, coyotes, owls or rabbits and on a clear night the stars are spectacular. However you can also enjoy indoor board games or have some fun playing Nintendo Wii with a choice of games.

Guest favorite
A spacious bedroom features an elegant white bed with decorative pillows and a textured quilt. A woven basket sits on the bed, adding charm. Soft light is provided by hanging chandeliers, and a cozy seating area is visible, contributing to a tranquil ambiance.
Home in Waterford
4.9 out of 5 average rating, 103 reviews

Luxury Farmhouse with Hot Tub on Vineyard

The Farmhouse at Bonnieheath Estate blends vintage country charm with modern comfort, creating a warm and inviting retreat for up to 8 guests. This beautifully styled three-bedroom, one-bathroom farmhouse features thoughtfully curated vintage details alongside modern amenities. Perfect for relaxing, gathering, and enjoying a peaceful countryside escape.

Guest favorite
The exterior of the A-frame retreat features a dark gray facade and triangular architecture. Soft lighting outlines the roof. A small entrance leads to a glass window, revealing hints of the interior. A bistro set with two chairs is placed outside, offering a view of the landscape.
Vacation home in Lincoln
4.89 out of 5 average rating, 177 reviews

Cozy A-Frame Retreat in Niagara Wine Country

Escape to our restored 1950s A-frame tucked among sweeping vineyard and Escarpment views. With 3 bedrooms, 2 baths, and a fully renovated kitchen, it’s made for slow mornings with coffee, relaxed evenings by the fireplace, and days exploring world-class wineries and nearby trails. A peaceful, central retreat perfect for couples, families, and friends.

Top guest favorite
A spacious living area features a white leather sectional sofa and a circular coffee table on a light rug. The wooden ceiling and walls add warmth, while a staircase leads to an upper level. A dining area is visible in the background, alongside a rustic table.
Cabin in Cambridge
4.94 out of 5 average rating, 263 reviews

Forest Hideaway

Welcome to Forest Hideaway, a tranquil 1800 sqft log cabin in Cambridge, Ontario. Boasting three cozy bedrooms, 1.5 baths, and lush woodland trails nearby, it's a haven for up to six guests. Enjoy modern conveniences like WiFi amidst rustic charm. A perfect backdrop for outdoor adventures, relaxation, or cherished time with loved ones.

Popular amenities for Pine Grove vacation rentals

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