Holiday rentals with a pool in Newburyport

4.92 out of 5 average rating, 186 reviews

Home in Derry

Sanctum by the Lake

Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

4.97 out of 5 average rating, 335 reviews

Flat in Waltham

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You'll love this good sized 300 sq. ft PRIVATE 1 bedroom studio. This unit has its own entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

4.96 out of 5 average rating, 245 reviews

Flat in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. Winthrop is a welcome relief from the hustle and bustle of the city, where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

5 out of 5 average rating, 40 reviews

Flat in Salisbury

North Shore Getaway for Adults

Adult Only Retreat! Escape to Salisbury! Our spacious 2 Beds, 1 bedroom apartment is perfect for mature adults seeking, relaxation, or adventure. Explore the North Shore's stunning beaches, lakes, scenic trails, restaurants and breweries. Relax and Reconnect: Unwind in our beautiful shared pool after a day of exploration. This owner-occupied property offers a peaceful escape with all the amenities. Prime Location: close to NH and Maine, perfect base for day trips. Book your retreat today!

5 out of 5 average rating, 31 reviews

Flat in Ipswich

Dunover Farm. One bedroom apartment.

Welcome to our fully renovated apartment on our charming farm retreat near breathtaking Cranes Beach! 1-Bedroom, 1-bath private apartment Outside, you'll find a spacious patio and pool area where you can soak up the tranquility of the farm. Sip your morning coffee with the sheep, or savor a glass of wine in the evening as you enjoy the view of the horses. We are close to the quaint town of Ipswich, minutes to Cranes Beach, minutes to MBTA commuter rail train, and only 40 minutes to Boston.

4.84 out of 5 average rating, 165 reviews

Flat in East Boston

Stylish and Cozy at Revere Beach

Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Full Bed ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool ✔ Gym

4.97 out of 5 average rating, 138 reviews

Cottage in York

Tiny house living close to Ogunquit center!

The cottage was completely remodeled in spring of 2018. It is one of 21 cottages built in 1920. The back of the cottage is a rolling meadow and woods. It feels secluded, yet you are only a mile from all the wonderful happenings in Downtown Ogunquit, Perkins Cove & Ogunquit beach. Come enjoy the beach, shopping and amazing restaurants. Check out the Nubble Lighthouse, shop the outlets in Kittery or walk around Portsmouth NH. This tiny cabin is convenient to so much. Come rejuvenate!

Cottage in Lakeside Marblehead

4.98 out of 5 average rating, 119 reviews

House with Pool, 4 Houses from Harbor, Fort Sewall

Marblehead Harbor is just 4 houses away from this beautiful antique home with a backyard pool in Old Town Marblehead. This quaint cottage is surrounded by a beautiful garden and is just steps away from The Barnacle Restaurant. Walkable to attractions like Fort Sewall, Fort Beach, Gas House Beach and local shops and restaurants. Car-free convenience in Old Town Marblehead. Perfect for couples or families seeking a charming and convenient getaway that offers off-street parking.

5 out of 5 average rating, 11 reviews

Home in Gloucester

Twin Shores Poolside Haven

Pool open for the season! Welcome to Twin Shores Poolside Haven, steps from the North Shore’s best beaches! Escape to this charming 3-bedroom, 2-bath home that sleeps 8. Nestled just short walks away from the pristine shores of Good Harbor Beach in Gloucester and Long Beach in Rockport, this vacation rental promises sun-soaked days and tranquil evenings by the pool. Book today and start making unforgettable memories on the beautiful shores of Rockport and Gloucester, MA!

4.9 out of 5 average rating, 104 reviews

Flat in Malden

Luxe Serene 1BR 15 min from Boston with Gym & More

You will love this beautifully designed 1 Bedroom 1 Bath luxury unit that is in a central location between many great cities! You will be staying in a gorgeous private community with a gym, pool table, dog park, kids playground, tennis court, and tons of outdoor space. Have peace of mind knowing you’re in a safe space. Our luxury suite has a Queen Medium Firm bed along with a Queen Air Mattress for any additional guests. Check out more of our amenity spaces below!

4.84 out of 5 average rating, 19 reviews

Apartment in Hampton

Serenity by the Sea

Welcome to Serenity by the Sea! This postcard is the perfect place to get away and enjoy the smell & views of the ocean from your own balcony. This cozy place has it all for you to bring your family, or to get away from the hustle and bustle of daily life. You will enjoy beautiful North Beach, which offers a place to relax by the ocean or take a walk to find the perfect shell and seaglass. I hope you enjoy the space as much as I do! Welcome home.

4.93 out of 5 average rating, 119 reviews

Cottage in Newburyport

Sunset Waterfront Privacy Beach

Newly renovated waterfront with private beach and panoramic views. Enjoy the private pool (open June through September). Unmatched privacy and large outdoor living. Front row wildlife views of marsh. Bikes to venture out and discover the island. Evenings by the firepit watching the tides roll in. Amazing sunsets! Private sleeping loft in bedroom 3 perfect for older kids. Modern kitchen with a washer/dryer combo. Wake up to a fresh Tea or Coffee.

Holiday rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Popular amenities for Newburyport rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.73 out of 5 average rating, 15 reviews

Home in Gloucester

Mansion in Gloucester with Pool

MaryRating, 5 stars6 months ago

My family and I were fortunate enough to spend the thanksgiving holiday here. It was the perfect space for a group gathering. Would highly recommend!

5 out of 5 average rating, 46 reviews

Home in Hampton

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

DougRating, 5 stars1 week ago

What can I say? They’ve thought of everything to make you feel welcome and right at home! Special snacks awaiting the kids with breakfast items already thought of! The indoor pool and hot tub were perfect for every day of our stay! The rooms were comfortable and felt right at home! Thank you for a perfect and memorable stay!

4.95 out of 5 average rating, 41 reviews

Home in Kittery

Fantastic Kittery Home with Pool

NancyRating, 5 stars1 week ago

This was our second time staying at Ned‘s place. Just as Beautiful as it was several years ago. He keeps the property very well maintained and takes pride in making sure we are comfortable and have everything we need for a pleasant stay. Felt right at home!!

Home in Lakeside Marblehead

5 out of 5 average rating, 17 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars3 weeks ago

Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!

5 out of 5 average rating, 3 reviews

Home in Candia

Amazing House, Party Barn & ATVs

JonathanRating, 5 stars1 week ago

Absolute blast! I would have a harder time finding parts about this property and my stay in general that I didn’t like. Checking in was extremely easy and once I did me and my party felt right at home. Perfect location, very remote and quiet so you don’t have to worry about possibly disturbing others nearby. The amenities were endless and it was impossible to not be having a good time all the time when you can take a dip in the pool/hot tub, use throwing axes, visiting the chickens,shooting hoops outside or using the garage and all of the mini games (ping pong, mini basketball, darts). There are endless spots to sleep in and the party barn was a great place to have conversations in. The garden was beautiful and a marvel to look at. The hosts were extremely welcoming and friendly. They responded to my questions almost instantly and even offered suggestions on nearby food for the night. This is only the surface of the endless positive things I have to say about my experience. 10/10

5 out of 5 average rating, 8 reviews

Home in Rockport

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

SebastianRating, 5 stars6 days ago

We have such a fun experience, it was a beautiful house super clean and excellent location, Rachel was also an awesome host!! We will definitely be back!

4.98 out of 5 average rating, 51 reviews

Home in Concord

Charming Vintage Home - Elegance & Modern Comforts

SusanRating, 5 stars4 days ago

This was a great house with tons of room and all the things we needed for our stay. We spent most of our time there on the back porch watching family swim. The kitchen was very nice and had everything we needed to make meals. Everything was very nice and we had a great stay.

4.95 out of 5 average rating, 44 reviews

Home in Norwood

the house of id; vintage shop, accessible space

JasonRating, 5 stars1 week ago

Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!

Show all

Apartment rentals with a pool

Apartment in Hampton Beach

4.88 out of 5 average rating, 50 reviews

Nautical Bliss - Luxury Studio Condo w/ Pool

Rae-LynnRating, 5 stars9 months ago

Great location, close by to the beach and right at the beginning of all the shops and food. We will be back!

5 out of 5 average rating, 18 reviews

Apartment in Hampton

Lovely 2 BR beach condo with inground pool

PhyllisRating, 5 stars9 months ago

We had a wonderful vacation in NH especially due to the beautiful condo we stayed in. Every morning we took a short walk to the beach at sunrise. We also enjoyed sitting out on the deck overlooking the pool as well. It was a short drive to most places of interest, shops and restaurants. Our host Sue was very responsive via text. The place was clean and full of many things to help make our stay special. We’ll definitely be back in the future.

Apartment in Hampton Beach

4.97 out of 5 average rating, 38 reviews

Ocean View - Steps to the Beach!

AngeloRating, 5 stars10 months ago

We stay at Hampton Beach every year for a few days. This has by far been the best. It seemed we were at home. Copmmunication with the owner and the facility was exceptional.

4.85 out of 5 average rating, 187 reviews

Apartment in Wells

Two-Bedroom Condo on the Wells/Ogunquit town-line

SusanRating, 5 stars2 weeks ago

Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones

4.84 out of 5 average rating, 57 reviews

Apartment in York

Little Nubble Nook - Beach Condo

CarolRating, 5 stars9 months ago

We really enjoyed our stay at Tara's place. It was clean and nice location to the beach. She was also very accommodating with an early check in time in order for us to get ready for a wedding.

Apartment in Hampton Beach

4.85 out of 5 average rating, 88 reviews

Rising Tides | Steps to Beach | Parking | A/C

ShaneRating, 5 stars1 week ago

Went up for a wedding in Exeter so we figured we would stay right at the beach! Phenomenal first floor condo right next to the Hampton Beach strip! Everything was nice and clean! The host was very responsive and was able to help with a few minor things we messed up lol! Highly recommend!