Jaffrey, NH Vacation Homes from AED 1,082

A group of hikers on rocky terrain with dense forest in the background.

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Our top choices for Jaffrey vacation homes

A lake surrounded by trees, with a wooden deck leading to a white railing.

1. "Pondlife" - Waterfront home in a peaceful, wooded setting.

Fitzwilliam

Margaret

AED 1,082 total

includes taxes & fees

29 Oct - 30 Oct

A staircase with a wooden handrail and white steps, leading to a landing with a wooden table and a clock.

2. Enjoy your stay in an antique home in an antique toy museum!

Winchendon

Katja Z.

AED 1,425 total

includes taxes & fees

29 Oct - 30 Oct

A wooden staircase leading to a cabin with a glass front.

3. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Bennington

Marcin W.

AED 1,648 total

includes taxes & fees

28 Nov - 29 Nov

A red house with a stone pathway leading to it, surrounded by autumn foliage.

4. Cobb Meadow House: Cozy 5 Bedroom Retreat

Dublin

Veronique S.

AED 2,909 total

includes taxes & fees

1 Nov - 2 Nov

A hot tub with a wooden deck and a hammock in a backyard.

5. HotTub FirePit Games Huge Backyard Family Friendly

Antrim

Brian B.

AED 1,144 total

includes taxes & fees

29 Oct - 30 Oct

A modern kitchen with a wooden countertop, dark cabinets, and a large window.

6. Modern Downtown Escape HotTub Fire Pit Games 12ppl

Keene

cody s.

AED 1,375 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with granite countertops, stainless steel appliances, and a central island.

7. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

Keene

Jeremy S.

AED 1,761 total

includes taxes & fees

2 Nov - 3 Nov

A hot tub in a rustic interior with wooden beams, a staircase, and seating areas.

8. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

Antrim

Sarah H.

AED 1,144 total

includes taxes & fees

4 Nov - 5 Nov

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Top Jaffrey Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"Very clean with friendly staff"

Howarth House B&B

10/10 Excellent

"This was our first visit and were unfamiliar with the area. It was after dusk and we were trusting are map app to guide us to the correct location. When we arrived, the Howarth House was unmistakeable with beautiful and welcoming lighting. As we gathered our overnight bags from the car, host Sarah met us at the door, welcomed us inside and led us to our delightful room that included a working gas fireplace. Very cozy on a cool autumn night! Breakfast the next morning was fantastic. When we are in the Fitchburg area again, we're definitely coming back to the Howarth House."

The Colonial Hotel

8/10 Good

"This is a dated, solid 3-star hotel. The interior finishes all need a serious refresh. I was on the ground floor in a nice room, but the Wi-Fi was terrible and they stuck me down by the mechanical plant and housekeeping offices. Normally not a bid deal but they left the doors open to the mechanical room the entire time I was in my room. They also need to update the quality and number of WAPs. They were confused when I asked if they had a "business center" because they don't. Given the quality of the Wi-Fi in my room, it would've been nice if they had one.😊 The Colonial Grille is awesome; it is a shining star for this somewhat tired hotel. The restuarant/bar staff are awesome, and the food is good American fare. The bar is a lot of fun, and it's big. This is a local destination for weddings. I was there from Friday to Sunday in late October and I think there were not less than 3 weddings."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jaffrey vacation homes

1. "Pondlife" - Waterfront home in a peaceful, wooded setting.

2. Enjoy your stay in an antique home in an antique toy museum!

3. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

4. Cobb Meadow House: Cozy 5 Bedroom Retreat

5. HotTub FirePit Games Huge Backyard Family Friendly

6. Modern Downtown Escape HotTub Fire Pit Games 12ppl

7. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

8. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

9. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

10. Family Friendly, Hot Tub, King Beds Just Renovated

11. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Find vacation rentals that suit your style

Top Jaffrey Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Gardner Inn

Blue Bear Inn

Howarth House B&B

Hampton Inn & Suites Keene

Best Western Plus Keene Hotel

The Colonial Hotel

Fairfield Inn & Suites by Marriott Keene Downtown

Great Wolf Lodge Boston / Fitchburg, MA

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Search Vacation Homes in Jaffrey

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Jaffrey vacation homes

1. "Pondlife" - Waterfront home in a peaceful, wooded setting.

2. Enjoy your stay in an antique home in an antique toy museum!

3. Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

4. Cobb Meadow House: Cozy 5 Bedroom Retreat

5. HotTub FirePit Games Huge Backyard Family Friendly

6. Modern Downtown Escape HotTub Fire Pit Games 12ppl

7. Family-Friendly 3BR Historic Home – Walk to Keene Central Square & Trails!

8. Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl

9. 16+ppl 2 HotTubs Gamerooms FirePit 2 acre backyard

10. Family Friendly, Hot Tub, King Beds Just Renovated

11. Lakeside Escape - 4BR/2BA Retreat 2hrs from Boston

Find vacation rentals that suit your style

Top Jaffrey Hotel Reviews

Keene Elm City Hotel, an Ascend Collection Hotel

Explore a world of travel with Expedia