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Featured Cottages in Pawling

Cozy Cabin @ Sticks & Stones Farm

Cozy Cabin @ Sticks & Stones Farm

Newtown
The price is AU$305 per night from 12 Mar to 13 Mar
AU$305
includes taxes & fees
12 Mar - 13 Mar
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
Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!

Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!

Fishkill
With a stay at this cottage in Fishkill, you'll be within a 15-minute drive of Dia Beacon and Hudson Highlands State Park.
Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!
Two Bedroom Cottage Close To Town

Two Bedroom Cottage Close To Town

Sharon
Located in Sharon, this cottage is a 4-minute drive from Bodhi Tree Gallery and 7 minutes from TriArts Sharon Playhouse.
Two Bedroom Cottage Close To Town
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Pet-friendly Cottage at Historic Millbrook Farm Estate

Pet-friendly Cottage at Historic Millbrook Farm Estate

Millbrook
Located in Millbrook, this cottage is within a 5-minute drive of Institute of Ecosystem Studies and Orvis Sandanona Shooting Grounds.
Pet-friendly Cottage at Historic Millbrook Farm Estate
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.
Streamside Cottage @ Sticks & Stones Farm

Streamside Cottage @ Sticks & Stones Farm

Newtown
The price is AU$491 per night from 12 Mar to 13 Mar
AU$491
includes taxes & fees
12 Mar - 13 Mar
Located in Newtown, this cottage is on a river, within a 15-minute drive of Family Health Care Center and Newtown Dog Park.
Streamside Cottage @ Sticks & Stones Farm
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!
Be in Nature at this Gorgeous Riverfront Cabin

Be in Nature at this Gorgeous Riverfront Cabin

Poughkeepsie
When you stay at this cottage in Poughkeepsie, you'll be on a river, within a 15-minute drive of Vassar College and Marist College.
Be in Nature at this Gorgeous Riverfront Cabin
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
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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
57 Cottages
Lowest Price
AU$185
Highest Price
AU$491
Popular accommodation
Cozy Cabin @ Sticks & Stones Farm, Chestnut - Charming 3-bedroom cottage in wonderful Fishkill!, Two Bedroom Cottage Close To Town, Pet-friendly Cottage at Historic Millbrook Farm Estate, Idillic summer getaway in Litchfield Hills, CT., Streamside Cottage @ Sticks & Stones Farm, Putnam Valley Vacation Rental: Patio & Lake Views!, Be in Nature at this Gorgeous Riverfront Cabin, Cozy 2-bedroom Cottage with Access to Bantam Lake

Top trending hotels in Pawling

Station Inn Pawling

Station Inn Pawling

3 out of 5
7 Memorial Avenue, Pawling, NY
The price is AU$294 per night from 24 Mar to 25 Mar
AU$294
includes taxes & fees
24 Mar - 25 Mar
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$321 per night from 13 Mar to 14 Mar
AU$321
includes taxes & fees
13 Mar - 14 Mar
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
HYATT house Fishkill/Poughkeepsie

HYATT house Fishkill/Poughkeepsie

3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 17 Mar to 18 Mar
AU$185
includes taxes & fees
17 Mar - 18 Mar
Located in Fishkill, HYATT house Fishkill/Poughkeepsie is a 4-minute drive from SplashDown Beach and 10 minutes from Dia Beacon.
HYATT house Fishkill/Poughkeepsie
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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$216 per night from 16 Mar to 17 Mar
AU$216
includes taxes & fees
16 Mar - 17 Mar
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
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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.

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^Subject to availability and chosen travel dates.