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Vacation rentals in Redding

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Top-rated vacation rentals in Redding

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guesthouse in Wilton

4.96 out of 5 average rating, 112 reviews

The Cozy Little Cottage

Charming guest cottage on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 minutes to Westport center. The cottage is separate from the main house, connected by a breezeway, above the garage. It is a quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and dishwasher drawer. The bedroom has a queen bed and the living room has a futon couch which folds down. We also have a twin air mattress. It is perfect for one or two people.

Guest suite in Fairfield

4.94 out of 5 average rating, 140 reviews

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

Guest suite in Wilton

4.9 out of 5 average rating, 132 reviews

Serene Pond Views charming private patio…

Country Charm Awaits. 45 miles north of George Washington Bridge. Our 2 room efficacy apartment w. microwave, mini fridge & private entrance + parking space. Great WiFi, Apple TV. Enjoy views overlooking Henderson Pond. 1/4 walk to Query State Park, 36 acres w. trails. Our apartment is 4 miles from town of Ridgefield, 3 miles from Wilton town center, 6 miles from New Caanan & 8 miles from Westport Town Center. We have a couple of small puppies who will welcome you too. So we don’t allow pets…

Guest suite in Redding

4.91 out of 5 average rating, 141 reviews

Artist Retreat in Beautiful Country Setting

Stay at this unique property, owned and designed by a Eu artist, and enjoy the quiet countryside and natural beauty that rural CT has to offer. A large one bedroom studio with an modern fireplace, is equipped with a comfortable king size bed, full bathroom, sauna, indoor resistance pool- available at an extra charge, kitchenette, a workspace, and high-speed internet for seamless remote work. Relax in the evening at your own private outdoor seating area surrounded by the property's charm.

Rental unit in Redding

4.94 out of 5 average rating, 476 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your HOLIDAY getaway to the Huckleberry Quarters, a totally renovated studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A perfect HOLIDAY getaway, writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Cottage in Easton

4.98 out of 5 average rating, 202 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

Cabin in Newtown

4.89 out of 5 average rating, 110 reviews

Sticks and Stones Farm - The Solar Cabin

Sticks and Stones Farm offers a rustic glamping experience! When you stay with us you'll get the adventure and fun of camping (no electricity, outdoor showers etc.) while still getting to lay your head on a soft pillow in a bed. You can treat your stay here as a chance to go inward or enjoy interacting with the different programs and events going on! If you want to be up to date on events or ask about weekday checkins you can message us directly.

Guest suite in Wilton

4.85 out of 5 average rating, 125 reviews

Guest suite with private enter

Private room with private enter and bathroom attached dedicated work space and privat parking. On a 1.5 acres property. With fast internet. Located 5 minutes of walking distance from ASML office park, 5 minutes drive from Norwalk corporate park, 9 minutes drive from Wilton Downtown and 15 min drive from Norwalk train station. Close to a lot of restaurants, coffee shops, stores and parks. The owners live in other part of the house. Family owns cats.

Home in Pound Ridge

5 out of 5 average rating, 148 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

Barn in Bethel

4.98 out of 5 average rating, 222 reviews

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

Cottage in Danbury

4.97 out of 5 average rating, 135 reviews

Fern Grove Cottage

If you’re looking for tranquility, this is the place for you! This charming cottage is located on a secluded country road. The cottage sits at the back of a gorgeous park-like property, and is near parks with hiking trails. This antique cottage has many modern renovations, providing convenience and comfort while maintaining the historic charm. This is the perfect getaway!

Guesthouse in South Salem

4.94 out of 5 average rating, 263 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

A unique private and quiet 2 bedroom (1 double bed, two single full beds) totally self contained apt,with sitting room, bathroom ,mud room and full eat in kitchen, in Shaker Hollow, a classic 1795 colonial.Stone patio overlooking 3 1/2 acres of garden and a meadow along with a large fire pit.

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Popular amenities for Redding vacation rentals

Free parking on premises

Air conditioning

Stay near Redding's top sights

Collis P. Huntington State Park29 locals recommend

Weir Farm National Historic Site16 locals recommend

The Spinning Wheel Restaurant12 locals recommend

The Redding Roadhouse11 locals recommend

Putnam Memorial State Park11 locals recommend

Hoodoo Brown BBQ9 locals recommend

Other great vacation rentals in Redding

Home in Easton

5 out of 5 average rating, 22 reviews

Historic Designer City Getaway

Guesthouse in Newtown

4.93 out of 5 average rating, 72 reviews

Farm Cottage

Chalet in Redding

5 out of 5 average rating, 15 reviews

Enjoy our Connecticut Carriage House

Guesthouse in Bethel

5 out of 5 average rating, 12 reviews

Tranquil getaway cottage in charming neighborhood

Rental unit in Newtown

5 out of 5 average rating, 20 reviews

Serenity on Serene Studio, Patio, Private Entrance

Home in Redding

4.87 out of 5 average rating, 15 reviews

Meeker Hill House - Country Escape w/ Heated Pool

Guesthouse in Wilton

5 out of 5 average rating, 37 reviews

The Ciderhouse Cottage - private escape in Wilton

Home in Redding

5 out of 5 average rating, 29 reviews

Quiet and Cozy Cottage near NYC with a Pond

Quick stats about vacation rentals in Redding

Total rentals
50 properties
Total number of reviews
2.4K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Redding?
Yes! Work meets play with ease at over 30 vacation rentals in Redding featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Redding have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Redding. Enjoy a tailored experience with all the comforts you desire.
Are there Redding vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Redding, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Redding have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Redding. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Redding?
Four-legged friends are welcome in Redding. Choose from more than 20 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Redding?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly vacation rentals in Redding?
Redding has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Redding have free parking?
Absolutely! We offer over 20 house rentals with free parking in Redding. Enjoy a tailored experience with all the comforts you desire.

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