Beachfront holiday rentals in The Berkshires

Find and book unique beachfront homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for beachfront rentals in The Berkshires

Pet-friendly beachfront home rentals

Superhost
Home in Monterey
4.82 out of 5 average rating, 79 reviews

Rustic 3bd Lake Front Country Cottage

EdwardRating, 5 stars3 weeks ago
Peaceful, perfect getaway. Jaryn’s cabin on Lake Garfield was the ideal escape—cozy, quiet, and surrounded by nature. We loved the lake access, morning coffee on the porch, and how easy everything was.
Guest favourite
Home in Egremont
4.94 out of 5 average rating, 81 reviews

Modern and Stylish Country Lakeside Cottage

NikiRating, 5 stars2 weeks ago
This was my second time staying at Maureen’s beautiful lakeside home and it surely won’t be my last. It’s the coziest, peaceful and inspiring place. Looking forward to future visits!
Guest favourite
Flat in Branford
4.97 out of 5 average rating, 107 reviews

Ridgeview Suite at Stony Creek Depot

EmilyRating, 5 stars1 week ago
Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!
Top guest favourite
Cottage in Munsonville
4.89 out of 5 average rating, 219 reviews

Camp -Granite Lake, Munsonville, NH

BrittanyRating, 5 stars5 months ago
We came up to Joan's lovely cottage for a peaceful, hiking Christmas vaca and it was absolutely perfect. Joan was a wonderful host, very friendly and generous. We wish Joan was our granny too! Granny camp was comfy, cozy, on a beautiful lake, with lots to do in surroundings areas. Would love to come back in the summer! Thank you!
Guest favourite
Cabin in Colebrook
4.94 out of 5 average rating, 94 reviews

Rustic Cabin+ Private Beach Pond, Stars & Wildlife

EdwardRating, 5 stars1 week ago
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!
Top guest favourite
Home in New Haven
4.95 out of 5 average rating, 113 reviews

Beach Haven - waterfront, near Yale, sunsets

Lauren RRating, 5 stars1 week ago
My family and I had such a wonderful stay at this house. The house was immaculate and well stocked for our stay. Matthew and Celia are great hosts. We really appreciated the basket of snacks and dog cookies that were left for us and our fur babies (Thank you!). They truly thought of everything and it felt like “home” the entire time we were there. The views from the back deck are truly spectacular. We spent many hours sitting in the sunroom and out on the deck enjoying the sights. My pups enjoyed daily walks at the sea wall park that was steps from the house. I can’t say enough great things about our stay. Thanks to our hosts for sharing their beautiful home with me and my family.
Top guest favourite
Flat in Otis
4.96 out of 5 average rating, 96 reviews

Enjoy every season the Berkshires have to offer.

MarieRating, 5 stars5 days ago
We had a lovely relaxing time. The place was in a quiet, beautiful spot. Denise’s instructions were helpful and she was very welcoming. The place was spotless and the bed was extremely comfortable. We’d happily stay there again.
Guest favourite
Home in Saratoga Springs
4.93 out of 5 average rating, 110 reviews

Artemis Lakehouse - Hot Tub, Lakefront & Racetrack

CyrusRating, 5 stars2 weeks ago
Great stay with terrific lake views. The beds are super comfortable and great for a large groups. Check-in was super easy and had no issues throughout our stay.

Beachfront home rentals with a pool

Top guest favourite
Home in Athens
5 out of 5 average rating, 58 reviews

5 BR Lakefront House w/ Hot Tub - Catskills

NehaRating, 5 stars7 months ago
We had a great time. We were able to kayak and use the other amenities on the property. Everything was well thought out. Scott was very communicative and responsive.
Top guest favourite
Home in Athens
4.95 out of 5 average rating, 140 reviews

Private lakefront home, hot tub & resort amenities

KathrynRating, 5 stars1 week ago
My friends and I spent the long weekend here for my bachelorette, we definitely could not have found a better place! Each room has been decorate with such style and care, everyone was blown away that it was even cuter in person. There was plenty of space for everyone to be comfortable, and the two living spaces were perfect for us to hang out and play games. We were also able to put to use the included kayaks as well at the hot tub, which was perfect for the unexpectedly chilly end to our weekend. Vincent’s instructions were super clear and communicated ahead of time, not to mention, it felt like all of our needs were anticipated with included toiletries and kitchen/bar supplies. The stay was seamless start to finished. We definitely hope to stay here again!
Superhost
Cabin in Brattleboro
4.9 out of 5 average rating, 41 reviews

“Dragonwood” Rustic Micro Cabin Retreat

Kayla-AnneRating, 5 stars2 weeks ago
So thankful we were able to get away for a few nights and visit camp! Absolutely beautiful location with gorgeous views. We loved having the summer camp feel and getting to be away from our devices. So many cute cats on property :) also loved the hot tub!!
Guest favourite
Cabin in Corinth
4.85 out of 5 average rating, 40 reviews

Waterfront Birch Cabin near Saratoga, Lake George

LaurenRating, 5 stars1 week ago
Our family of 5 had a perfect 3 night stay at this cozy cabin on the water. It was perfect writ equipped with everything we needed. We enjoyed grilling on the deck while watching our kids fish from the dock. Our kids especially enjoyed sitting around the fire out in the yard each night. If we ever visit the area again we will surely book this spot. Highly recommend.
Superhost
Home in Milford
4.83 out of 5 average rating, 89 reviews

Spacious 4 bedroom, oasis with ocean views galore

JoetteRating, 5 stars3 weeks ago
Allana was very easy to work with. Always answered back quickly no matter the time. Open concept and everyone was able to be together. It was a rainy stay so had to be inside. No one minded. Nicely set up for games or conversations. Thank you so much!!
Guest favourite
Cabin in Ellenville
4.93 out of 5 average rating, 69 reviews

Secluded Luxury Lodge w HotTub & Fireplace

SimoneRating, 5 stars1 month ago
Linsey’s home was a beautiful setting for a girls weekend. It was cozy, had plenty of comfortable beds and amenities. The only thing to be aware of is that the basement is very cold (or at least while we were there), so perhaps being prepared with warm clothing if you spend time down there!
Superhost
Villa in Guilford
4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

VirginiaRating, 5 stars22 months ago
We had a wonderful time. The weather was perfect. The view of the water was everything and was accessible from nearly every room. The home was modern and easily accommodated our large group. Yet it was cozy and beautifully appointed with all the amenities you would ever want. It is ideal for children with every toy imaginable. There was a highchair and a pack and play for our toddler and child appropriate dishes. The kitchen was fully equipped and had 2 sinks, 2 dishwashers and 3 tables for dining. The beautiful pool and hot tub were in constant use. Mary is very thoughtful and assembled a ringed binder with important contacts and suggestions for dining, shopping and entertainment. Although there was no beach on the property there are nearby beaches. The towns of Guilford and (nearby) Madison are charming and well worth visiting. Mary was very accommodating and responded promptly to several inquiries.
Guest favourite
Home in New London
4.89 out of 5 average rating, 133 reviews

Beauty and the Beach!

HeatherRating, 5 stars2 weeks ago
Lots of space to hang out. Beautifully remodeled. Loved the bits and pieces in the pantry. Had regular coffee pot as well as keurig. Well stocked kitchen to make our big breakfasts.

Private beachfront home rentals

Superhost
Home in Broadalbin
4.94 out of 5 average rating, 160 reviews

Priv Beach Lakeside Bliss: Family Fun Firepit WiFi

EmilyRating, 5 stars3 months ago
We had a great time staying at L.J’s place. Our children loved app that there was to do and we took daily walks down to the frozen lake. Lots of fun sledding and relaxing!
Top guest favourite
Cottage in Livingston
4.99 out of 5 average rating, 85 reviews

Waterlily Lakehouse - Modern+Waterfront+Retreat

LyndsayRating, 5 stars5 days ago
My friends and I loved our weekend getaway at Vivian's lake house. Vivian was a very responsive host and provided clear instructions that made our stay seamless. The space was super clean, modern, and easily accommodated all 8 of us. The highlight of our trip was spending time on the lake with the provided kayaks and paddle boards. We enjoyed ending the day by grilling and sitting around the fire pit. We wish we had stayed longer!
Top guest favourite
Home in Belchertown
4.99 out of 5 average rating, 71 reviews

Moonstone Lake House – romantic, serene, fun!

JohnRating, 5 stars5 days ago
Mighty is fantastic! Her place is brimming with art and comfort, soft colorful rugs, creativity and spirit in every nook and cranny. So many thoughtful details from the toilet seat warmer to the lavender sachets. Just everything. But that lake that meets the back deck. It is magical. What a place and what a kind and caring host.
Top guest favourite
Cottage in Guilford
4.99 out of 5 average rating, 102 reviews

Waterfront Joshua Cove Cottage with private beach.

ConnorRating, 5 stars2 weeks ago
Our 2 day stay at the cottage was just what we’d hoped for our wedding weekend! Annalisa was so responsive and accommodating. A wonderful host, such wonderful hospitality and an amazingly stunning private retreat! Would definitely return!
Guest favourite
Home in Valatie
4.97 out of 5 average rating, 32 reviews

Majestic lake front house

PeterRating, 5 stars1 month ago
We had a great time at Francois & Ann's oasis by the lake. It was so relaxing to wake up, look at the lake, and listen to birds chirp. If you are looking for isolation, this place does the trick, We didn't see anyone all week on the lake or at the other cabins until the day we left. The lake has excellent fishing. With little effort, we caught several decent-sized bass and pickerel right off the dock. The location is ideal. You feel like you are out in the country, but are close to great restaurants in Kinderhook and only 25 minutes from Hudson or Albany. It's also only an hour from Mass Moca and 90 minutes to Cooperstown. Francois and Ann were very communicative and quickly responded to questions and comments.
Guest favourite
Home in Becket
4.96 out of 5 average rating, 26 reviews

New Shaw Pond Skytop Retreat in the Berkshires

NancyRating, 5 stars5 months ago
We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).
Top guest favourite
Home in Tolland
5 out of 5 average rating, 33 reviews

Lakefront Retreat at Porcupine Place

BrianaRating, 5 stars5 days ago
This place was beautiful and very peaceful. The neighborhood is super quiet. It was a great place to stay and wake up in the morning and drink my morning coffee while listening to nature and look out at cranberry pond. Unfortunately it was a very busy weekend due to staying here for a wedding so I did not get to fully enjoy this cute place that included a paddle boat, fire pit and kayaks. I would definitely recommend this quiet get away to anyone looking for a peaceful vacation or an outdoor vacation with the kids at the lake. The host was also super responsive and helpful during my stay. Only challenging thing that happened which might not happen for everyone is the address had me a couple campsites before the actual location (got to love technology and GPS right). We were able to find it once we drove a little bit farther. However this could have just been my GPS but wanted to give people the heads up if they are also in my position and coming during the nighttime.
Guest favourite
Home in Becket
4.94 out of 5 average rating, 31 reviews

Lakefront Cottage on Private Beach

GillianRating, 5 stars2 weeks ago
Our family had an AMAZING stay in this cottage. It was clean and comfortable, and just what we were looking for. A quiet spot where we could enjoy fishing, kayaking, biking, etc with the comforts of home. Because of all the amenities offered, we didn’t have to pack too much which is always a bonus! We are already talking about our next visit 😊

Destinations to explore