Hot Pawling 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 Pawling

Putnam Valley Vacation Rental: Patio & Lake Views!

Putnam Valley Vacation Rental: Patio & Lake Views!

Putnam Valley
With a stay at this cottage in Lake Peekskill, you'll be within a 15-minute drive of Oscawana Lake and Clarence Fahnestock State Park.
Putnam Valley Vacation Rental: Patio & Lake Views!
Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.

Sharon
When you stay at this cottage in Sharon, you'll be on a river, within a 5-minute drive of Housatonic Meadows State Park and West Cornwall Covered Bridge.
Idillic summer getaway in Litchfield Hills, CT.
Charming 2-bedroom cottage in the Hudson Valley, close to Beacon

Charming 2-bedroom cottage in the Hudson Valley, close to Beacon

Fishkill
With a stay at this cottage in Fishkill, you'll be a 3-minute walk from Hudson Highlands State Park and within a 5-minute drive of Blodgett Memorial ...
Charming 2-bedroom cottage in the Hudson Valley, close to Beacon
Save an average of 15% on thousands of hotels when you're signed in
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

New Fairfield
With a stay at this cottage in New Fairfield, you'll be in the mountains, just a 1-minute walk from Candlewood Lake and 14 minutes by foot from Squantz Pond ...
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

Bethlehem
When you stay at this cottage in Bethlehem, you'll be on a lake, within a 5-minute drive of Bellamy-Ferriday House and Garden and Old Bethlehem Historical Society ...
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Cozy 2-bedroom Cottage with Access to Bantam Lake

Cozy 2-bedroom Cottage with Access to Bantam Lake

Morris
With a stay at this cottage in Morris, you'll be on a lake, just steps from Bantam Lake and a 2-minute drive from Camp Columbia State Park.
Cozy 2-bedroom Cottage with Access to Bantam Lake
Putnam Valley Vacation Rental: Patio & Lake Views!

Putnam Valley Vacation Rental: Patio & Lake Views!

3 out of 5
Lake Peekskill
Located in Lake Peekskill, this cottage is within a 15-minute drive of Oscawana Lake and Clarence Fahnestock State Park.
Putnam Valley Vacation Rental: Patio & Lake Views!
Cozy Cabin @ Sticks & Stones Farm

Cozy Cabin @ Sticks & Stones Farm

Newtown
The price is AU$402 per night from 2 Jan to 3 Jan
AU$402
includes taxes & fees
2 Jan - 3 Jan 2025
Located in Newtown, this cottage is on the waterfront, within a 15-minute drive of Family Health Care Center and Newtown Dog Park.
Cozy Cabin @ Sticks & Stones Farm
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

New Fairfield
Located in New Fairfield, this cottage is on the waterfront, within a 10-minute drive of Candlewood Lake and Squantz Pond State Park.
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Don't see what you're looking for?
See all available properties in Pawling
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.

Pawling 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 Pawling 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 Pawling 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 Pawling, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Pawling Cottages essential information

Accommodation
59 Cottages
Lowest Price
AU$165
Highest Price
AU$402
Popular accommodation
Putnam Valley Vacation Rental: Patio & Lake Views!, Idillic summer getaway in Litchfield Hills, CT., Charming 2-bedroom cottage in the Hudson Valley, close to Beacon, Sweet Dotti's Cottage on Candlewood Lake - 60M NYC, Lakeview property in private community. Lake & beach access. Swim/Kayak all day!, Cozy 2-bedroom Cottage with Access to Bantam Lake, Putnam Valley Vacation Rental: Patio & Lake Views!, Cozy Cabin @ Sticks & Stones Farm, Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

Top trending hotels in Pawling

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
The price is AU$386 per night from 20 Dec to 21 Dec
AU$386
includes taxes & fees
20 Dec - 21 Dec
Located in Pawling, Station Inn Pawling is a 1-minute drive from John Kane House and 7 minutes from Thunder Ridge Ski Resort.
Station Inn Pawling
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$298 per night from 22 Dec to 23 Dec
AU$298
includes taxes & fees
22 Dec - 23 Dec
Located in Danbury, Hotel Zero Degrees Danbury is within a 5-minute drive of Matrix Conference and Banquet Center and Thrillz High Flying Adventure Park.
Hotel Zero Degrees Danbury
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 1 Jan to 2 Jan
AU$178
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Danbury, Ethan Allen Hotel is in the business district, within a 5-minute drive of Xtreme Play Adventure Park and Danbury Music Centre.
Ethan Allen Hotel
Save an average of 15% on thousands of hotels when you're signed in
Best Western Fishkill Inn & Suites

Best Western Fishkill Inn & Suites

3.5 out of 5
14 Schuyler Blvd, Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is AU$165 per night from 1 Jan to 2 Jan
AU$165
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at Best Western Fishkill Inn & Suites in Fishkill, you'll be 5.1 mi (8.2 km) from Hudson Valley Research Park and 12.2 mi (19.6 km) from Vassar ...
Best Western Fishkill Inn & Suites
Don't see what you're looking for?
See all available properties in Pawling
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.