Vacation rentals in Chelsea

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Top-rated vacation rentals in Chelsea

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favourite
A yurt is shown nestled among trees, featuring a green roof and a purple door. Wooden steps lead up to the entrance, surrounded by a leaf-covered ground. A picnic table is visible nearby, adding to the natural setting.
Yurt in Grass Lake
4.93 out of 5 average rating, 121 reviews

Moonflower Yurt

Get back to nature at Stella Matutina Farm’s Moon Flower Yurt. Located on a 10 acre , working Biodynamic farm in the heart of the Waterloo Recreation Area. The yurt sits in its own private space in the forest. Visit the farm animals, historic barn and vegetable gardens. Fire pit, outhouse with compost toilet, outdoor solar shower, gas grill and yurt woodstove. Visit the quaint towns of Grass Lake and Chelsea or go swimming in one of several nearby lakes. Mountain bike and hiking trails close by.

Top guest favourite
Guest suite in Ann Arbor
4.97 out of 5 average rating, 102 reviews

Spacious Studio Suite with Private Entrance

Enjoy a clean & newly renovated private guest suite on Ann Arbor’s vibrant northwest side. Just a 5 minute drive from downtown (1.7 mi) and Michigan Stadium (2.1 mi), you’re perfectly positioned to explore! Walk to fantastic West-Side restaurants and shops, or hop on public transit for easy access to downtown and all the city has to offer. A few businesses within walking distance include Plum Market, Aldi, LA Fitness, Homes Brewery, Ricewood BBQ, Knights Steakhouse, and Zingerman's Roadhouse.

Top guest favourite
A spacious kitchen features modern white cabinetry and a large central island with seating for four. Natural light brightens the room through multiple windows, highlighting stainless steel appliances and a decorative backsplash. A small table in the corner offers additional seating.
Home in Chelsea
4.98 out of 5 average rating, 259 reviews

Charming Retreat in Downtown Chelsea 4 Br 2 Ba

A beautiful, remodeled 100+ year old home in the charming downtown area of Chelsea. Located near the new DTE bike trails, a short walk to downtown, and just minutes from great hiking in the Waterloo Recreation Area. Our home will be spotless and well sanitized for your stay. We provide snacks, water bottles, tea and coffee. If you need any baby or toddler items, we can provide things like baby gates, bed rail, pack n play, high chair, etc. A Christmas tree can be provided for holiday bookings.

Top guest favourite
This inviting living area features a leather sofa and a rocking chair, positioned on a well-maintained wooden floor. Natural light enters through large windows, illuminating the space. A wall-mounted TV is visible, and a dining area is seen through an open doorway.
Cottage in South Lyon
4.89 out of 5 average rating, 127 reviews

Quiet bit of Heaven 20 min North of Downtown AA

Redone 3 bedroom/ 2 bath cottage on 5 acres in the country, 20 minutes north of Ann Arbor. Large, open floor plan living/ dining/ kitchen. Quiet and serene with lots of wildlife. Say hello to our goats, Billie and Chuckie. Ample parking. Washer and dryer. Smart TV/ no cable. About 2 miles of dirt road to access. Well/septic system. Non-aggressive dog breeds allowed with added $30 cleaning fee - if you bring your dog we will ask you to attest that the dog has no history of aggression.

Guest favourite
The two-story house is positioned on a hillside, surrounded by lush trees displaying vibrant fall foliage. A spacious deck with seating is visible, providing a view of the tranquil lake. Large glass windows enhance natural lighting and offer scenic views of the surroundings.
Home in Grass Lake
4.92 out of 5 average rating, 195 reviews

Secluded Lakehouse w/ Hot Tub, Sauna & game room

Get away to the quiet of a lake in a secluded paradise! Enjoy an amazing panoramic view of Little Pleasant Lake while soaking in a hot tub and chilling out in a steaming barrel sauna in the woods. Kayak and fish for hours. Hike the area trails in fall leaves or quiet snow. Light a bonfire after games of corn-hole and table tennis. Unwind on the upstairs balcony with a glass of wine and lake sounds. This is the escape you’ve been needing. Perfect for romantic couples and family vacations.

Top guest favourite
A teal skoolie sits parked on a grassy area, with a shaded wood deck extending from its side. Two red outdoor chairs are positioned nearby, and decorative lights are strung overhead, adding a cozy ambiance to the serene outdoor setting.
Bus in Grass Lake
4.97 out of 5 average rating, 261 reviews

The Feral Skoolie

Nestled on 4 acres and located in the heart of Waterloo recreation area, this 280sq ft skoolie boasts comfort and eclectic energy! Sure to please the outdoor enthusiast, the property is surrounded by public land with the Pinckney Waterloo Trail crossing at the end of our driveway, and several nearby lakes. Located 30 minutes to Ann Arbor, 15 minutes to downtown Chelsea which offers plenty of great eats and drinks, 20 minutes to downtown Jackson, 10 minutes to Sandhill crane winery.

Top guest favourite
The modern kitchen and dining area features a large farmhouse table surrounded by light-colored chairs, complemented by a wooden bar with four stools. Natural light fills the space through expansive windows, providing views of the outdoor surroundings. Stylish pendant lights enhance the inviting atmosphere.
Apartment in Chelsea
5 out of 5 average rating, 117 reviews

Chelsea Lake House, Game Room, & Pontoon-rental

Come bike, hike, fish, kayak, boat and have a fire right on the shore of the lake, yet close to picturesque downtown Chelsea (3 miles) that features bars, shopping, excellent restaurants and we’re a short drive to downtown Ann Arbor/UoM Stadium (18 miles). We cater to families and business people alike with a fully renovated home, kayaks (5), paddle boat (life jackets provided), game room with ping pong, darts, table for poker, stone fire pit, etc. PONTOON RENTAL NOW AVAIL for addit fee.

Top guest favourite
A welcoming living room features a comfortable sectional sofa, accompanied by a decorative coffee table. A gas fireplace is seen beneath a mantle, with the word 'Relax' displayed above. Natural light enters through large windows, enhancing the cozy atmosphere.
Cottage in Grass Lake Charter Township
4.95 out of 5 average rating, 231 reviews

Clever Fox Cottage, hot tub and dog friendly

Enjoy our hot tub all year long. Canal views with free access to pedal boat, SUPs, and kayak. Relax by the indoor gas fireplace or fire pit. Guest rave about nearby wineries and walking trails. UM football : 30 miles to the Big House. Equestrians- Waterloo Hunt: 9 miles. We offer dog-friendly accommodations (pet fee required). Want a pontoon to explore the lake? Boat rental within walking distance at the end of our street. We do NOT take responsibility for third-party boat rentals.

Top guest favourite
The exterior of a modern, custom-designed home is showcased, featuring a combination of light-colored walls and stone accents. A winding path leads to the entrance, surrounded by neatly trimmed greenery and trees. Scenic views of the natural landscape create a serene backdrop.
Home in Ann Arbor
4.99 out of 5 average rating, 180 reviews

Huron River Lodge

Custom designed, private home featuring scenic views in a retreat like setting nestled along the Huron River just minutes from downtown Ann Arbor. The luxurious, light-filled space boasts two decks, hot tub, fully equipped kitchen, fireplace, and EV charging. This very special property is located along the Border-to-Border Trail and Amtrak line just minutes from US-23, M-14, and US-94. Immerse yourself in a unique environment of beauty and convenience with amenities for all seasons.

Top guest favourite
Bungalow in Jackson
4.95 out of 5 average rating, 423 reviews

Barn Quilt Bungalow

The Barn Quilt Bungalow- Views of horses right out your window! Includes 1 bedroom (queen), 1 pull out mattress (queen), 1 bathroom (shower), living room, kitchen, heat & A/C. Walk the trails or walk to the winery. MAX OCCUPANCY is TWO guests. You can add a third for $30/night. Guests may not bring additional people, no matter how long. Airbnb will be contacted immediately if you exceed the max occupancy. No children, animals, or service animals (allergy/ health hazard).

Top guest favourite
A peaceful entrance is framed by lush greenery, leading up wooden steps. Ferns and hostas line the pathway, guiding guests toward a lower-level apartment. The home, nestled among trees, features a large balcony and expansive windows, inviting natural light into the living spaces.
Apartment in Ann Arbor
4.99 out of 5 average rating, 286 reviews

Dream home in the woods (Sister lakes area)

Rental license # STR26-0389 We are renting out a 2 Bedroom Appartment (lower level) in our house/duplex. It has a separate entry and is located in a tree rich area. A natural area begins right behind the house. The sister lakes are in a 3 min walking distance. The apartment is conviniently located in Ann Arbor - 2.2 mi to Downtown - 3.5 mi to the Big House - 2.8 mi to UofM central campus A bus stop and a great coffee place are in walking distance.

Top guest favourite
A spacious field is dotted with wildflowers and vibrant greenery, creating a serene landscape. In the background, a quaint yellow house is visible, framed by lush trees against a colorful sunset sky.
Tiny homes in Chelsea
4.94 out of 5 average rating, 171 reviews

Cozy Tiny House on Centennial Farm

“I feel thin. Sort of... stretched. Like butter scraped over too much bread.” ~ Bilbo Baggins to Gandalf~ If this is you right now, you've come to the right place. Blue Door Guest House is designed to be a place where very tired people can come and rest. The Camino de Santiago is a special place for us and this guest house is our version of a pilgrim’s albergue. PLEASE READ GUEST ACCESS SECTION BEFORE BOOKING

Popular amenities for Chelsea vacation rentals

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Chelsea?

    Experience the best of Chelsea with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chelsea have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Chelsea have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Chelsea?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Chelsea

  • Total vacation rentals

    Explore 10 vacation rentals in Chelsea

  • Nightly prices starting at

    Chelsea vacation rentals start at $123 CAD per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Wifi availability

    10 of Chelsea vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chelsea rentals

  • 4.9 Average rating

    Chelsea stays are highly rated by guests—averaging 4.9 out of 5!

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