Pittsfield Vacation Rentals from $205: Search Short-Term Rentals

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Our top choices for Pittsfield vacation rentals

1. The Cottages at Harvey Lake

Northwood

Matt

$136 nightly

Sep 10 - Sep 11

Total with taxes and fees

2. Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

Weirs Beach

Kevin G.

$380 nightly

Sep 22 - Sep 23

Total with taxes and fees

3. Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Epsom

Anthony

$189 nightly

Sep 7 - Sep 8

Total with taxes and fees

4. Lakefront Salmon Cottage

Northwood

Brian T.

$156 nightly

Sep 10 - Sep 11

Total with taxes and fees

5. Hiking & Snowmobile Trails On-site: Alton Retreat!

Alton

6. Lakefront Yellow Cottage

Northwood

Ravaioli N.

$189 nightly

Sep 7 - Sep 8

Total with taxes and fees

7. Lakefront Secluded Cottage in Northwood, New Hampshire

Northwood

$166 nightly

Sep 10 - Sep 11

Total with taxes and fees

8. Lakefront Pink Cottage

Northwood

Matty B.

$199 nightly

Sep 8 - Sep 9

Total with taxes and fees

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Top Pittsfield Hotel Reviews

Fireside Inn & Suites Gilford

10/10 Excellent

"Stuff was friendly"

Fairfield Inn By Marriott Concord

10/10 Excellent

"The hotel is conveniently located just off the highway. Our room faced the highway, but the traffic noise wasn't too bad. Every space we were in (room, hallways, lobby, breakfast area, public restroom) was clean and well-maintained. The room had a comfortable bed, and the air conditioner was easy to use and worked well. There were a decent number of storage areas-- the shelves directly opposite the sink area were quite convenient for storing toiletries. We could have used more outlets/charging ports right by the bed; my husband uses a CPAP machine, so he had to unplug the alarm clock (which has two USB ports) to plug in his machine. The toilet and shower stall are in a separate room, which was nice. The shower stall was well-designed and even had small shelves, which you don't always see. Our biggest complaint was the water pressure in the shower-- it was like using a watering can to shower. It ended up taking longer to shower because it took longer to rinse off the soap. (Not sure how that really saves water.) The breakfast buffet featured scrambled eggs, sausage, and potatoes two of the three days we visited it. There was also a pot of oatmeal, a waffle station, and the traditional cold breakfast items like pastries, fruit, and cold cereal. Other than the abysmal water pressure, it was a nice hotel, and we would stay here again."

Find out more about Pittsfield

Everything you need to know about Pittsfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Pittsfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittsfield vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $205 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittsfield rentals

At Expedia, we put the best Pittsfield vacation 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 Pittsfield 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 Pittsfield vacation.

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

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Frequently asked questions

Can I find vacation rentals in Pittsfield?

Yes, there are vacation rentals close to popular local attractions in Pittsfield, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Pittsfield has to offer?

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski: This vacation home rental outside of Pittsfield is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Pittsfield?

Expedia has 3 vacation rentals for your stay in Pittsfield.

What’s there to see and do in Pittsfield?

Suncook River and Lily Lake are a couple of scenic spots to enjoy the outdoors, whereas Scenic Theatre is one of the cultural attractions. Other places in town to visit include Josiah Carpenter Library and Pittsfield Town Hall.

What’s a vacation rental in Pittsfield like?

Vacation rentals are private properties you can stay in for short or long periods in Pittsfield. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.

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Check prices for these dates

Our top choices for Pittsfield vacation rentals

1. The Cottages at Harvey Lake

2. Spacious 2 Bdrm Condo Walking distance to Weirs Beach!!

3. Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

4. Lakefront Salmon Cottage

5. Hiking & Snowmobile Trails On-site: Alton Retreat!

6. Lakefront Yellow Cottage

7. Lakefront Secluded Cottage in Northwood, New Hampshire

8. Lakefront Pink Cottage

9. Delightful cabin lake views & access now featuring AC Wi-FI and TV sleeps 3

10. Newly Renovated Cottage on Main Street Alton Bay #5

11. Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

12. Lakefront Orange Cottage

13. Newly Renovated Cottage 4 in Alton Bay, NH

14. Lakes Region Cozy Camp in Shellcamp

15. On Baxter Lake: Wooded Retreat Near Trails

16. Cozy Cottage on a Lake, near Gunstock Mountain

17. On Baxter Lake: Wooded Retreat Near Trails

18. Rustic Rose Cottage of Historic West Lebanon

19. New, Clean, Downtown Getaway!

20. Farmhouse Apartment on a Highland Cattle Farm - A

Find vacation rentals that suit your style

Top Pittsfield Hotel Reviews

Fireside Inn & Suites Gilford

The Naswa Resort

The Governor's Inn

The Lake Estate on Winnisquam

TownePlace Suites by Marriott Gilford

Fairfield Inn By Marriott Concord

Find out more about Pittsfield

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