Pet-friendly vacation rentals in West Springfield

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in West Springfield

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

A wooden staircase leads to a cozy outdoor space with a grassy yard. Two small pumpkins are positioned on the steps, while trees in various fall colors create a serene backdrop. Natural stone pathways are visible, inviting exploration of the peaceful surroundings.

Guesthouse in Northampton

5 out of 5 average rating, 346 reviews

Mill River Cottage (pet friendly!)

Welcome to our peaceful and unique urban farm cottage. We are located in historic Florence, Massachusetts (a part of Northampton). While our place is no longer a working farm, the cottage was created many years ago to support the main dwelling. It has been modernized to offer every comfort while maintaining its cozy aesthetic. Free parking & lighted access to the cottage. The cottage is a private space where you can come and go as you please. Relax and unwind or head out to explore the area!

Guest favorite

A charming blue cottage with a wooden fence is showcased, featuring an American flag mounted on the front. The entrance includes a door framed by two windows, and a rustic fence leads to the path, surrounded by autumn leaves and forest greenery.

Cottage in Williamstown

4.9 out of 5 average rating, 186 reviews

Cute Cozy Comfy Cottage in the Berkshires

A cute cozy cottage sleeps 4 comfortably. One queensize bed and 1 pull out couch.. Dog friendly for up to 2 dogs .More than one dog will have to be an additional fee of 50.00 each pet. My cottage sits on 13 privately owned acres. Partially fenced in.3 miles down the road from Jiminy Peak ski resort & summer activities and a short drive to Ramblewild adventure park. Hiking, boating, museums, shopping, restaurants- all sorts of activities in the Berkshires. Two minute ride to Bloom Meadows!

Guest favorite

A charming house is set within a wooded area, with autumn foliage creating a colorful backdrop. The exterior features a stone fireplace and expansive windows, offering glimpses of the serene environment. Nearby, a fire pit with seating is positioned on the green lawn.

Home in Becket

4.93 out of 5 average rating, 113 reviews

Beautiful, quiet and cozy home in Becket!

If you are looking for a peaceful and relaxing getaway, then this is the place for you! Our cozy house in the Berkshires is ready to invite you to surround yourself with nature and see its beauty. Our home has 2 bedrooms and 1 bath, but has enough room to sleep up to 6 guests. There is also a living room, stocked kitchen and a room with a sleep sofa. Feel free to enjoy the wood burning electric fire place, the back deck, grill and fire pit outside. Pets are welcome! Book your stay & enjoy!

Guest favorite

The exterior of the house presents a charming two-story design, surrounded by a spacious yard featuring trees and blooming shrubs. A wide driveway leads to a two-car garage, while the house's yellow facade and gray roof create a welcoming appearance.

Home in Bloomfield

4.96 out of 5 average rating, 118 reviews

Spacious Charming New England Cape

Beautiful, relaxing area across from woods. Enjoy sitting on the covered veranda with your coffee or tea in the morning listening to nature and watch the golfers in the distance. In winter bring your x-country skis or snow shoes - just walk across the street and enjoy the golf course trails! Well trained dogs are welcome on the trails in winter too! Close to Skiing, MGM Casino, tons of golf courses, beaches. Need a few more rooms? Ask about our 3br house next door which may be available.

Guest favorite

A serene view of Long Meadow Pond is presented, bordered by sandy areas and lush trees. The calm waters reflect the bright blue sky and distant foliage, offering a tranquil setting for outdoor activities. The scene captures a peaceful lake environment ideal for swimming and kayaking.

Cottage in Bethlehem

4.98 out of 5 average rating, 100 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

Escape to the Cottage at the Grove - with a cozy wood burning fireplace and inviting sectional it is the perfect winter sanctuary. Well equipped with all the amenities; from a fully stocked kitchen to bath salts for the deep soaking tub. One bedroom w/ en-suite bath & pull-out full size sofa bed. Just 30 min to Mohawk or Southington Ski Mountains. Just 10 min to downtown Litchfield, close to local farms & vineyards. For security we have two exterior cameras facing the door & driveway.

Guest favorite

A serene view of a calm lake is framed by lush green trees in the background. Two black Adirondack chairs are positioned on the grassy shore, facing the water. A wooden dock extends into the lake, providing a peaceful spot for reflection.

Cottage in Plymouth

4.94 out of 5 average rating, 113 reviews

Lakefront Cozy Oasis 2BR w/ stunning sunset views

It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits!

Top guest favorite

A tranquil beach setting along a sandy shore, leading to calm waters. Cozy cottages and trees are visible on the opposite bank, framed by a bright blue sky with passing clouds. A few people can be seen enjoying the water.

Home in Winsted

4.99 out of 5 average rating, 110 reviews

Cheerful 2 Bedroom Home at Highland Lake

Welcome to the Uncorked Cottage, a fun and relaxing space for you and your family to retreat to. Comfort meets style in this updated home with a cozy remote gas fireplace, 55” smart TV and high speed WiFi. The kitchen is fully equipped cook up your favorite recipes. Located across the street from Highland lake and walking distance to Resha Beach. Just minutes from downtown where you’ll find restaurants and activities for all. Just a short drive to ski mountains.

Guest favorite

A spacious backyard is presented, featuring a playground set with a slide and a small playhouse. A wooden deck offers seating, while a shaded area is created by a large tree. A red shed is visible in the background, surrounded by well-maintained grass.

Home in Bristol

4.92 out of 5 average rating, 171 reviews

Cozy Family Home - Kid & Pet Friendly

3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Guest favorite

An exterior view of the apartment highlights a wooden facade with large reflective windows. A patio area with picnic tables is visible alongside lush greenery and scattered leaves, emphasizing the natural surroundings. The scene is set against vibrant autumn foliage in the background.

Apartment in Northampton

4.93 out of 5 average rating, 126 reviews

Mt. View Wood-burning Fireplace

The hilltop setting offers spectacular and calming views. Spacious, uncluttered, and comfortable with floor to ceiling windows. Kitchen is well equipped and stocked. Separate dining room seats 6. Beds and bedding are high quality and bath linens are organic cotton. Large library and music provided by SONOS sound system with Napster. Wood burning fireplace. Two terraces and 3 acres of gardens. Garage. Pets welcome with advance notice. Sound proof construction.

Guest favorite

A serene nighttime view of the log home showcases illuminated windows against a dark sky, with snow gently covering the ground. A warm glow emanates from the outdoor area, highlighting a stone fire pit. Trees are silhouetted, adding depth to the picturesque landscape.

Apartment in Hawley

4.89 out of 5 average rating, 145 reviews

Green Acres Hawley Upper Studio (Bonus Room)

This space is a Large Studio Apartment in the Bonus Room above the Garage of a large log home overlooking Berkshire East Mountain Resort. Guests have shared access to the hot tub, deck, fire pit barbecue area and limited access to host's laundry facilities. You'll have sole access to the bonus room, deck & grill and full private bath. Space is comfy and charming, accessible from a private staircase or spiral into the main house's entrance hall.

Guest favorite

A cozy living area is visible, featuring a sofa and a coffee table, with a decorative rug underneath. A large sliding glass door opens to a wooden deck, permitting views of the surrounding nature. A dog sits patiently by the door, observing the outdoors.

Cottage in Lanesborough

4.84 out of 5 average rating, 278 reviews

Wildlife Lakeside Cottage

Fully furnished , totally remodeled ( completed in Feb. 2016) CURRENTLY BEING UPDATED and RENOVATED, (March and April 2025!) private cottage set on a peninsula at a cove where a trout stream enters the lake. Incredible amount of wildlife, especially all types of birds. The home has sunny views everywhere. Seasonal weeds do grow in the adjacent lake which can impact water activities, especially in the summer months. For conditions message Jill.

Guest favorite

A fenced backyard is visible, featuring a mix of grassy areas and trees. The Classic Lake Cabin is positioned nearby, showcasing two outdoor seating areas and a fire pit surrounded by Adirondack chairs. Lush greenery adds a natural backdrop to the outdoor space.

Cabin in Coventry

4.85 out of 5 average rating, 166 reviews

Lake - PetsOK - Wi-Fi- W&D - Fire Pit - Kayaks

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What guests are saying

Connecticut Waterfront Home, With Hot Tub, Cozy

4.95 out of 5 average rating, 21 reviews2 weeks ago

This was our second stay at the Riverside Blues House and once again Liza did not disappoint! This is a great location, great view and the home is pristine and beautifully decorated. My son lives nearby and when we have a large group visiting the Riverside Blues House is our home away from home. Can't wait to stay there in the warm weather and take advantage of the Ferry!! Thanks Liza!

Home in Rocky Hill

What guests are saying

Charming home ready for fun and/or relaxation!

4.8 out of 5 average rating, 10 reviews2 months ago

We came to Norfolk for a show at the Infinity Music Hall. This house was a perfect landing spot to cook dinner before and relax after the show. It was so peaceful watching the snow fall from inside and the kitchen was perfectly stocked with everything we needed to cook. The appliances were top notch, the house was well decorated and we will definitely rent here again!

Home in Litchfield County

What guests are saying

Modern Cozy Home for Families & Pets

5 out of 5 average rating, 13 reviews3 weeks ago

The host was exceptional! He took care of every need after we were displaced from our home. We stayed for a long time during snow and he took care of all snow removal as well! Very reasonable with his check-in and check out! He responds so quickly and a beautiful home, clean and we felt right at home! Beautiful neighborhood and yard, close by to everything needed. Everything needed was in the home. Very accommodating with anything needed! We loved that he was pet friendly and had everything a home could need including all supplies, laundry and amazing communication. I would definitely stay again!

Home in West Hartford

What guests are saying

State Forest Getaway

4.82 out of 5 average rating, 95 reviews1 week ago

Elena's house turned out to be a great vacation spot for us. It was conveniently located, very well maintained and guest friendly. Though rustic on the outside, the interior was completely redone, offering all modern amenities you might want. Kitchen was better equipped than most Airbnb's we've stayed at and was fun for us to cook in Without getting into much detail I'll just say that should we be in the area again we'll definitely return to this Airbnb and always recommend it to others

Home in Cornwall

What guests are saying

Peaceful Chalet in the Woods: Walk to Lenox

4.82 out of 5 average rating, 22 reviews2 months ago

Simeon and Anna's place is beautiful! They made me feel right at home. My stay was amazingly peaceful which is exactly what I was looking for. the chalet is centrally located so everything is easy to get to. I recommend this place to anyone sifting through Airbnb listings, you will not be disappointed. beautiful place beautiful setting, and very convenient! I will be back! Thank you, Simeon and Anna, for sharing such an awesome place.

Chalet in Lenox

What guests are saying

Rabbit Run in the heart of Stockbridge Village

4.89 out of 5 average rating, 96 reviews2 months ago

Our family had a great time staying in Anneke’s house in Stockbridge; it had everything we needed and was very comfortable! The fenced yard was also great for our dog. Anneke checked in with us several times during the trip and was very responsive. Highly recommended!

Home in Stockbridge

What guests are saying

The Hospitable Homestead-Kid Friendly & Pets too!

4.8 out of 5 average rating, 93 reviews1 month ago

We had a GREAT stay with Leah! This is hands down the best value property in Glastonbury and PERFECT if you're staying with kids/animals. We had a long term stay here, and it was really nice that she had ample parking, a washer and dryer in unit, and a nice kitchen for cooking meals in. The area is extremely safe and we were able to walk around the neighborhood daily. It has a big yard, and is great for kids or animals!

Guest suite in Glastonbury

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