Holiday houses in Chelsea

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Top-rated holiday rentals in Chelsea

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

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Top Guest favourite
A remodeled two-story home is featured, showcasing blue siding and a prominent gabled roof. The front porch is lined with white railings and features two wooden chairs. Large windows offer a view of the surrounding greenery, enhancing the inviting exterior.
Home in Chelsea
4.98 out of 5 average rating, 262 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.

Guest favourite
Home in Grass Lake
4.93 out of 5 average rating, 200 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
Bus in Grass Lake
4.97 out of 5 average rating, 263 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
Guest suite in Ann Arbor
4.96 out of 5 average rating, 108 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 many 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
Apartment in Chelsea
5 out of 5 average rating, 121 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 hot tub sits outdoors, surrounded by lush greenery and a vibrant tree. The tub features a secure cover, while a pair of Adirondack chairs can be seen in the background, inviting relaxation in the tranquil setting.
Cottage in Grass Lake Charter Township
4.95 out of 5 average rating, 236 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
A hot tub is positioned on a wooden deck, surrounded by trees. Soft lighting from above creates a comforting glow, and steam can be seen rising from the water, suggesting a relaxing atmosphere for unwinding at the end of the day.
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, 427 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 charming lower-level apartment is framed by lush greenery, with a welcoming entrance accessed by stairs. Large trees provide shade and a serene backdrop, while the deck area features outdoor seating for guests to enjoy the surrounding natural beauty.
Apartment in Ann Arbor
4.99 out of 5 average rating, 294 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
Home in Saline
4.95 out of 5 average rating, 295 reviews

Cozy Mid Century Ranch in Quiet Neighborhood

Enjoy a whole house on a quiet street with your pets or children, within walking distance to downtown Saline and a short drive to Ann Arbor and all its attractions. *** I do have an online business that I do the shipping out of the basement at the house. There is a separate entrance and I will text when I am going to be down in the basement. It would only be during the week (between 11-4), not every day and usually less than a half hour. ***

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 home in Chelsea
4.94 out of 5 average rating, 174 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

Top Guest favourite
Guesthouse in Ann Arbor
4.99 out of 5 average rating, 345 reviews

Clean & Serene Guest Suite 7 miles to downtown A2!

Relax in our clean, private, bright & spacious one-bedroom apartment/guest suite, attached to but completely separate from our house, with it's own private deck and entrance. Vaulted ceilings, skylights, full kitchen w/dishwasher, full bath, washer/dryer, in a quiet yet close-to-town setting. Nature all around. *SEE BELOW RE: UNPAVED ROADS* * No Children Under 12-No Exceptions!*

Popular amenities for Chelsea holiday 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 free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Chelsea

  • Total holiday rentals

    Explore 10 holiday rentals in Chelsea

  • Nightly prices starting at

    Chelsea holiday rentals start at $150 NZD per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Wi-Fi availability

    10 of Chelsea holiday rentals include Wi-Fi 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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