Hot Pittsfield Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Pittsfield

Charming 3 bedroom Cottage, waterfront with boat slip

Charming 3 bedroom Cottage, waterfront with boat slip

Gilford
When you stay at this cottage in Gilford, you'll be on the waterfront, within a 5-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Charming 3 bedroom Cottage, waterfront with boat slip
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit

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

Gilmanton
The price is AU$684 per night from 18 Mar to 19 Mar
AU$684
includes taxes & fees
18 Mar - 19 Mar
Located in Gilmanton, this cottage is within a 15-minute drive of Gilmanton Public Library and Gilmanton Year-Round Library.
Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit
Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains

Gilford
The price is AU$673 per night from 16 Mar to 17 Mar
AU$673
includes taxes & fees
16 Mar - 17 Mar
When you stay at this cottage in Gilford, you'll be on a lake, a 3-minute drive from Gunstock Mountain Resort and 9 minutes from Lake Winnipesaukee.
Cozy, Pet-Friendly Escape Near Lake & Mountains
Save an average of 15% on thousands of hotels when you're signed in
Winnipesaukee house
w/ dock included.

Winnipesaukee house w/ dock included.

Laconia
With a stay at this cottage in Laconia (Bayside), you'll be within a 10-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Winnipesaukee house w/ dock included.
Paugus Bay Cottage waterfront cottage on private island! Walk to Paugus Bay Pub!

Paugus Bay Cottage waterfront cottage on private island! Walk to Paugus Bay Pub!

Laconia
With a stay at this cottage in Laconia (Plummer Point), you'll be within a 15-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Paugus Bay Cottage waterfront cottage on private island! Walk to Paugus Bay Pub!
Lakefront Winnisquam Cottage with dock & boat ramp

Lakefront Winnisquam Cottage with dock & boat ramp

Belmont
Located in Belmont, this cottage is on the waterfront, a 1-minute drive from Lake Winnisquam and 6 minutes from Belknap Mill Society Museum.
Lakefront Winnisquam Cottage with dock & boat ramp
Waterfront Cottage, Quiet and Secluded, on Swains Lake

Waterfront Cottage, Quiet and Secluded, on Swains Lake

Barrington
With a stay at this cottage in Barrington, you'll be on the waterfront, within a 15-minute drive of University of New Hampshire and Stonehouse Forest.
Waterfront Cottage, Quiet and Secluded, on Swains Lake
Lakefront home with a deck, gas grill, WiFi, dock & golf nearby

Lakefront home with a deck, gas grill, WiFi, dock & golf nearby

Sanbornton
A stay at this cottage places you in the heart of Sanbornton, a 1-minute drive from Lake Winnisquam and 13 minutes from Sanbornton Public Library.
Lakefront home with a deck, gas grill, WiFi, dock & golf nearby
Charming dog-friendly lakefront cottage with private dock & community beach

Charming dog-friendly lakefront cottage with private dock & community beach

Alton
When you stay at this cottage in Alton Bay, you'll be on the waterfront, within a 15-minute drive of Lake Winnipesaukee and Gunstock Mountain Resort.
Charming dog-friendly lakefront cottage with private dock & community beach
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Pittsfield Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Pittsfield will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Pittsfield definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Pittsfield, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Pittsfield Cottages essential information

Accommodation
98 Cottages
Lowest Price
AU$176
Highest Price
AU$684
Popular accommodation
Charming 3 bedroom Cottage, waterfront with boat slip, Cozy cottage with private HOT TUB, lake access, Gunstock mountain & fire pit, Cozy, Pet-Friendly Escape Near Lake & Mountains, Winnipesaukee house w/ dock included. , Paugus Bay Cottage waterfront cottage on private island! Walk to Paugus Bay Pub!, Lakefront Winnisquam Cottage with dock & boat ramp, Waterfront Cottage, Quiet and Secluded, on Swains Lake, Lakefront home with a deck, gas grill, WiFi, dock & golf nearby, Charming dog-friendly lakefront cottage with private dock & community beach

Top trending hotels in Pittsfield

The Centennial

The Centennial

4 out of 5
96 Pleasant St, Concord, NH
Fully refundableReserve now, pay when you stay
The price is AU$260 per night from 16 Mar to 17 Mar
AU$260
includes taxes & fees
16 Mar - 17 Mar
Located in Concord, The Centennial is in the suburbs, within a 15-minute walk of New Hampshire Hospital Scorecard and New Hampshire State House.
The Centennial
Steele Hill Resorts

Steele Hill Resorts

3 out of 5
516 Steele Hill Road, Sanbornton, NH
The price is AU$319 per night from 16 Mar to 17 Mar
AU$319
includes taxes & fees
16 Mar - 17 Mar
With a stay at Steele Hill Resorts in Sanbornton, you'll be 4.7 mi (7.6 km) from Lake Winnisquam and 9.6 mi (15.5 km) from Funspot Family Fun Center.
Steele Hill Resorts
Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

2.5 out of 5
75 Tilton Road, NH Route 140, Tilton, NH
Fully refundable
The price is AU$176 per night from 7 Apr to 8 Apr
AU$176
includes taxes & fees
7 Apr - 8 Apr
Located in Tilton, Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG is a 1-minute drive from Tanger Outlets Tilton and 12 minutes from Highland ...
Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG
Save an average of 15% on thousands of hotels when you're signed in
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street, Laconia, NH
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 16 Mar to 17 Mar
AU$182
includes taxes & fees
16 Mar - 17 Mar
Located in Laconia, Best Western Plus Landmark Inn is a 4-minute drive from Paugus Bay and 12 minutes from Tanger Outlets Tilton.
Best Western Plus Landmark Inn
Don't see what you're looking for?
See all available properties in Pittsfield
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.