Vacation rentals in Chesterfield

Guesthouse in Plympton-Wyoming

4.97 out of 5 average rating, 158 reviews

Unique Guesthouse on Lake Huron - Great Sunsets!

KarynRating, 5 stars2 weeks ago

Jim & Rachel's beautiful Air BnB exceeded our expectations! It was so clean with the most comfortable beds and a view that is rarely ever found anywhere! We felt so welcome here and loved every second of our stay. The little chalet (separate from the house) has a view that will take your breath away. There was every kind of bird here: woodpeckers, yellow-rumped warbler,s finches, white-throated sparrow, titmouse and of course the beautiful cardinal singing from morning till night. Do NOT hesitate to come here to be welcomed by Jim and Rachel yourself. This little oasis is a rare find!!!!!

Home in White Lake charter Township

4.9 out of 5 average rating, 10 reviews

THIS ONE! Beautifully Redone-HUGE Yard-Sandy Beach

StephanRating, 5 stars7 months ago

It was fine. Initially booked a different location based on the location. It was double booked and we were moved to a different location. Not the worst thing in the world, but was surprised to be relocated last minute.

Home in Waterford Township

An aerial view captures a serene lakeside setting, showcasing multiple homes along the shore of Elizabeth Lake. A private dock is visible, along with the lush green lawn of the featured property, creating a spacious area for outdoor enjoyment.

5 out of 5 average rating, 28 reviews

Amazing Cozy Lakefront Retreat 5-Star SuperHost

MollyRating, 5 stars2 months ago

We absolutely enjoyed our stay. We were in town for a short weekend, and the place was perfect for a peaceful getaway that felt right at home. It was quiet, peaceful, clean, and we all really enjoyed ourselves. The hosts were very accommodating and quick to respond. Highly recommend and would love to stay again sometime!

4.93 out of 5 average rating, 155 reviews

A spacious patio area is visible, featuring a comfortable lounge set with gray cushions. Large glass doors provide access to the interior, while a neatly landscaped lawn surrounds the wooden deck. Potted plants are placed strategically for added greenery.

Cottage in Essex

Bright, Peaceful Lakefront ~Sunporch, BBQ, firepit

TinaRating, 5 stars3 months ago

Jackie's place was wonderful and is a perfect spot to relax on Lake Erie. The house is nice an warm with heaters in each room, so staying toasty in the winter was no problem. The kitchen was well stocked with supplies and we loved the gas fireplace. Thank you so much for a wonderful stay!

4.99 out of 5 average rating, 306 reviews

A wooden deck features swings overlooking the lake, with colorful chairs positioned nearby. A stone fire pit sits surrounded by outdoor seating, complemented by the serene lake view and grassy area that extends towards the water.

Cottage in Leamington

It's a 'Shore' thing - Executive Retreat

KristinaRating, 5 stars2 weeks ago

We loved staying here! It looked exactly like the pictures and the directions were very clear. The inside was spotless, very nicely decorated and very comfortable with great views of the lake along the whole back of the house. The yard was the best part because it's right on Lake Erie and had privacy fences, a table, chairs, swings and a hot tub. We stayed for 2 nights and enjoyed visiting Point Pelee during the day and relaxing at the house in the evening. Highly recommended!

4.99 out of 5 average rating, 241 reviews

Home in Kingsville

La Perla - Lakefront Retreat in Wine Country!

BarbRating, 5 stars6 days ago

This was our second visit to this beautiful property. The home is so welcoming and beautiful. The outside space is amazing with lots of sitting areas to enjoy. The weather choose not to cooperate for much of our visit but the inside of this home made up for it as it is so cozy and the perfect place to relax and take in the view. The hosts are extremely responsive and will do everything they can to make sure your vacation is perfect. The fire bowl and sitting area in the backyard is a lovely place to wind down and relax at the end of the day. This home is very well located and close to many wonderful restaurants in Kingsville as well as all the fabulous wineries in the area. Looking forward to planning a third visit in the near future.

4.96 out of 5 average rating, 111 reviews

Home in Amherstburg

The Lake House Ontario

ErinRating, 5 stars3 weeks ago

Our stay here was amazing! Very well stocked home- ample kitchen stuff, towels, blankets, games etc. Backyard is beautiful, with many seating options! Beds were comfortable. We are able to check early which was appreciated! Joan was easy to deal with and responsive. Newly renovated bathroom with jetted and tub and large shower was so nice!

4.95 out of 5 average rating, 150 reviews

A spacious deck extends over the lakeside, featuring a dining set with a large round table and wicker chairs. A sun umbrella stands ready for shade, while the tranquil water glistens under a clear blue sky, punctuated by distant clouds.

Cottage in Leamington

Sunrise Retreat - Lakefront Cottage w/ Hot Tub

MaggieRating, 5 stars1 month ago

We extended our stay in Canada after a wedding near by. We’re so glad we found this little slice of peace on Lake Erie. The host provided lovely little you he’s like a bottle of wine and cupcakes, flip flops for walking to the hot tub and plenty of propane for the grill and fireplace. The hot tub was clean and lovely to hear the waves crash and fire crackle while enjoying a glass of wine. Definitely would recommend if you need a get away or you’re just passing through.

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Popular amenities for Chesterfield vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Chesterfield

5 out of 5 average rating, 6 reviews

A deck overlooking a serene lake is furnished with a cozy seating area, featuring a sectional sofa and a low table. A potted plant adds a touch of greenery. The calm water reflects the clear blue sky, creating a peaceful outdoor setting.

Home in Whitmore Lake

Modern lakefront 4 BR/3 Bath home 11 min from A2

MaryRating, 5 stars20 months ago

We held our Annual EMU friend reunion here so we would have a place to hang out after touring, going to a game, and visiting our old stomping grounds. Chris is a gracious host with a beautiful lake home. Unfortunately, 3 members of our group had medical issues which interfered with their being able to stay, which affected our cost, but we all said it was still worth dividing their portions up and paying the extra. The home is well appointed and stocked with wonderful kitchen amenities. We cooked 3 meals and had a great time in that kitchen. The sleeping spaces were very comfortable and the entire house was nice and clean. Thank you for all you do to make this Airbnb a home away from home!

4.98 out of 5 average rating, 241 reviews

Cottage in Amherstburg

Year Round Hot Tub, The Beach House

TylerRating, 5 stars5 days ago

Great experience - highly recommend staying at this property. Beautiful spot in every way.

4.98 out of 5 average rating, 54 reviews

Home in Royal Oak

Bright Modern Luxury Family Oasis - Your Vacation!

FraukeRating, 5 stars2 months ago

Two colleagues and I enjoyed our stay (nine nights) very much. The house was as described, modern furniture, very bright, clean & well equipped. We even had a nice welcome basket with tasty nibbles and wine and a personal welcome card :-). The location is very good, easy (and safe) to walk to downtown restaurants. The Supermarket around the corner was very convenient, not to forget "Crispellys" bakery :-) As it has been a business stay, we were happy with the individual work space/table in each bedroom. Wifi was very good. Our host Martine was always very friendly & helpful, shared many information and reacted very quickly. While we had some issues with the heating in parts of the house, she arranged immediately for a technician to come, even on Sunday. Shame we could not use the nice and inviting back yard due to the winter/cold, this would have been perfect (so summer is a much better time to enjoy everything in & around the house). We would definitely stay there again.

Apartment in Grosse Pointe Park

Aerial view showcasing a tranquil neighborhood with a mix of residential homes and tree-lined streets. The expanse of Lake St. Clair is visible in the background, providing a serene backdrop to the well-maintained properties and greenery below.

4.86 out of 5 average rating, 14 reviews

Villa del Lago Grosse Pointe Park King with 2 Queens

SusanRating, 5 stars4 months ago

Shannon’s unit was perfect for our family holiday visit. It was well stocked, clean and inviting—-from the Nest thermostat, coffee, soda/water in the fridge to the toiletries and comfy towels in the bathroom, it was just like home. We will definitely return when visiting family in the GP area. Highly recommend!

5 out of 5 average rating, 4 reviews

An above-ground pool is centered in a private backyard, surrounded by lush greenery and wooden decking. The clear blue water reflects the sky, providing a refreshing space for relaxation. Nearby seating can be seen within the fenced area, enhancing the outdoor atmosphere.

Home in Riverside

Spacious Family Getaway w/ Pool -Sleeps 12 - 2 TVs

Da SungRating, 5 stars6 months ago

The place was absolutely gorgeous! also the neighborhood was quiet that it was a nice change of pace for us to rest after working at a noisy environment. Felt like home 🏡

4.82 out of 5 average rating, 11 reviews

The modern kitchen features white cabinetry and a sleek gray countertop. Stainless steel appliances, including a refrigerator and oven, provide functionality. Recessed lighting highlights the open layout, while a doorway leads to the entrance, allowing natural light to flow into the space.

Home in Windsor

"Your Home Away from Home"

AlvinRating, 5 stars5 days ago

Place was very clean and had enough space for 2 adults and 3 kids. We were in town for a family fishing trip and we had everything we needed to have a comfortable stay

Home in Village of Clarkston

4.96 out of 5 average rating, 118 reviews

4 bed /2 bath historic cottage with modern updates

SylviaRating, 5 stars4 months ago

We loved our stay. The house is clean and comfortable and full of thoughtful details. It’s decorated in an eclectic and fun way. We appreciated the Christmas tree and decorations as they gave us a bit of home while away.