Holiday Rentals Chatham from £88: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Chatham holiday rentals

1. BLUSH: Boutique TINY homeprivate spawalk to town

Chatham

scott B.

includes taxes & fees

7 Sept - 8 Sept

2. Sugar Shack - 300 square feet of pure sweetness.

Chatham

Sue G.

includes taxes & fees

24 Aug - 25 Aug

3. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Chatham

Jessica V.

includes taxes & fees

23 Aug - 24 Aug

4. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

Old Chatham

Terri E.

includes taxes & fees

9 Sept - 10 Sept

5. Micosta Leisure Inn

Hudson

philippe

includes taxes & fees

24 Aug - 25 Aug

6. All comforts of home

Hudson

Mike

includes taxes & fees

12 Aug - 13 Aug

7. All the comforts of home

Hudson

Julie B.

includes taxes & fees

12 Aug - 13 Aug

8. Berkshire Mountain Lodge

Pittsfield

Andrea

includes taxes & fees

31 Aug - 1 Sept

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Top Chatham Hotel Reviews

Vacation Village in the Berkshires

8/10 Good

"Beautiful location and pricey, but less expensive than most places in the area. It is spacious with a kitchen that we did not use, the rooms are very dated. You can hear through the walls very well. Didn’t use pool because it was so crowded."

The Red Lion Inn

10/10 Excellent

"This is an old inn. It’s elegant, fun and very comfortable. Lots of dark, antique furniture and communal card games. The staff is friendly and some have been there many years. Many of the guests return year after year. If that’s what you’re looking for, you will love it. I do. If you are looking for sleek and spotless, you are best suited elsewhere."

Comfort Inn Glenmont - Albany South

10/10 Excellent

"Rooms were very clean, bath and shower were excellent, staff was very friendly attentive, and the breakfast offered was well more than adequate. Parking is fine. Overall, this Comfort Inn deserves a high recommendation. Our only concern is beyond the control of the hotel itself: There's just one entry/exit onto the property. It opens onto a major road that's very busy during weekdays, and there is no traffic signal to control flow. Making left turns in to, and out of, the hotel can be tricky."

Find out more about Chatham

Everything you need to know about Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chatham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chatham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chatham holiday rentals we have selected for you start as low as £88 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chatham rentals

At Expedia, we put the best Chatham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there holiday rentals in Chatham?

Yes, there are holiday rentals close to the most popular sights in Chatham, or you can select a more secluded option if you're looking for a relaxing stay. Chatham is known for its theatres and restaurants.

What are some of the best holiday rentals that Chatham has to offer?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Chatham is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Chatham?

With 12 Expedia holiday rentals, you're guaranteed to find just the right place for your Chatham stay.

What can I see and do in Chatham?

While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Kinderhook Lake. The Mac-Haydn Theatre and Queechy Lake are a couple of places you'll find in the wider area.

What are holiday rentals like in Chatham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chatham. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for families.

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Check prices for these dates

Our top choices for Chatham holiday rentals

1. BLUSH: Boutique TINY homeprivate spawalk to town

2. Sugar Shack - 300 square feet of pure sweetness.

3. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.