House holiday rentals in Weymouth

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Popular amenities for house rentals in Weymouth

House rentals with a pool

Superhost
Home in Somerset
4.87 out of 5 average rating, 101 reviews

Cosy barn conversion with connecting indoor pool

MuhammadRating, 5 stars1 month ago
Private & peaceful location, beautiful surroundings and friendly hosts. Great experience overall👍
Top guest favourite
Home in Buckland Newton
5 out of 5 average rating, 6 reviews

Woodcutter's Cottage

PeteRating, 5 stars5 months ago
The cottage was beautiful and we loved that there were Christmas decorations up. It had everything that we needed and more. The hosts were very friendly and helpful. Would highly recommend to anyone looking for a relaxing place to stay.
Guest favourite
Home in Hampshire
4.91 out of 5 average rating, 253 reviews

NewForest Cottage alongside Limewood Lyndhurst

JohnRating, 5 stars2 weeks ago
We were looking for somewhere in the New Forest area to celebrate our wedding anniversary with family. This house was perfect for us all, 8 adults and 5 grandchildren. The house is in a beautiful, quiet location which is exactly what we wanted. The house has everything you need and more, fully fitted kitchen with massive island and dinning table. All rooms were spotless as well as the many toilets and bathrooms. We stayed in the master bedroom which is very tastefully decorated. The swimming pool was a big bonus, perfect size and depth for our Grandchildren and very warm. It also had a padlocked gate to keep the little ones out when playing in the garden. Our host Katie was brilliant from start to finish keeping us updated on the stay and very responsive to messages. She provided a welcome food pack of sausages, bacon, bread and essentials which was really appreciated. Katie even took the time to let our grandchildren help her feed her horses. Can’t wait to return!
Guest favourite
Home in Downton
4.9 out of 5 average rating, 153 reviews

Coastal, New Forest 3 Bed Home Facilities Included

EmmaRating, 5 stars1 week ago
We stayed at Sam’s place to celebrate my husbands birthday. From the start Sam was responsive, friendly, answered questions and gave some fab advice. When I made a request she did everything she could to make it happen. The caravan itself is in a lovely peaceful part of the park with easy walking distance to the woods for the dog to have a run and also to the beach where we wandered to the pub and then back for an ice cream. Sam clearly explained how everything worked, where everything was & what she was doing to make things perfect for her guests. Her guide for things to do was really helpful so our days were filled and never dull. I would call this caravan a proper family home, it does everything it’s suppose to so you can just relax and enjoy your holiday. When I had some sad family news, Sam went out of her way to make sure we were ok and that we didn’t need to rush out the caravan on check out, so if you want a proper family home from home that does what it says - visit here! 🩷
Superhost
Home in Osmington
4.85 out of 5 average rating, 89 reviews

Large coastal cottage with spa and private pool

IanRating, 5 stars3 days ago
Fabulous property great pool and hot tub would highly recommend to any families for holidays
Superhost
Home in Preston Road
4.84 out of 5 average rating, 113 reviews

Spacious Caravan near sea Weymouth Bay Haven

SuzanneRating, 5 stars5 months ago
This is our second time staying in this lovely caravan. It’s always pristine and lovely. I always felt like a home away from home there. The bedrooms are a good size and the extra full bathroom is a definite plus! I’d highly recommend staying here.
Guest favourite
Home in Long Sutton
4.9 out of 5 average rating, 258 reviews

Heated Pool, Hot Tub, Sauna, Games - Upton Bourn

NaomiRating, 5 stars2 days ago
We had the most amazing stay at Upton Borne Lodge for my best mates Hen. Nothing was too much trouble for the host and they came with so many recommendations of activities & food from the local area. The house was spotless and just as described with flexible options for sleeping arrangements. The hot tub, pools, sauna were perfect additions. We didn’t leave all weekend as we had everything we needed! Gill & George were so helpful with everything and it’s well worth the price!
Guest favourite
Home in Somerset
4.91 out of 5 average rating, 246 reviews

Country House - Pool Jacuzzi Escape Room Karaoke

MiaRating, 5 stars2 weeks ago
I booked this wonderful property for my best friend's hen do. 10 of us stayed here and hired the property for the weekend. We paid for the garden games, escape room, wine tasting and bbq use for one day. We had the most amazing weekend, we had an entire packed itinerary for almost every hour of the whole weekend from everything available on site and had the best time, we almost didn't have enough time to enjoy every amenity. Not only was the property expansive and full of activities ,even if we didn't pay for extras, but the hosts were incredibly welcoming. From taking time out of their own weekends to check we had everything we needed to setting up games, awarding prizes and giving the bride keepsakes for her wedding they couldn't have made us felt more welcome. Waking up in the morning there were horses, sausage dogs and incredible views paired with a kareoke room and a swimming pool. A site that can accommodate a plethora of activities, we would definitely revisit.

Weekly house rentals

Top guest favourite
Home in Dorset
4.95 out of 5 average rating, 81 reviews

Cottage 5 mins walk to Harbour

DeniseRating, 5 stars4 days ago
This was our first trip to Weymouth and it won’t be the last! Jackie’s place is in a great location with its close proximity to the harbour and town. Coral Cottage is beautifully decorated with a seaside theme. It is homely and really comfortable and extremely well equipped - everything you could possibly need. The welcome pack was lovely - all local produce. Weymouth is perfect for a toddler - the sandy beach and shallow water - we struggled to get our grandson to leave it. Looking forward to a return visit. Thank you Jackie
Top guest favourite
Home in Dorset
4.95 out of 5 average rating, 43 reviews

Beachside Cottage with Panoramic views of the sea

JohnRating, 5 stars2 weeks ago
We stayed here in early June and loved the place. We were slightly perturbed that the sea view overlooked the Oasis Shop/Cafe small car park but in fact this was not noisy nor did it spoil the view. It is literally a 20 yard walk to the steep pebbled beach (some sand at low tide) and half an hour's walk to Weymouth pier along the promenade. There is also a frequent bus service. The accommodation is immaculate, having the living area upstairs. Everything we needed was provided - even an electric toothbrush charger in the bathroom. We spent many an hour on the balcony with drinks watching the swimmers, surfers, sailors and spotting the commercial/navy ships which often anchored in the bay. We had many a happy days out in the Weymouth area and were able to leave the car parked outside all the ten days as we used the bus services. We hope to return in the near future.
Top guest favourite
Home in Sandleheath
4.97 out of 5 average rating, 279 reviews

Orchard Barn Spa, exclusively for you, New Forest

AlessandroRating, 5 stars3 days ago
Orchard Barn Spa is a peaceful retreat for those looking to escape the city. We stayed there with our four month old and Chris was very accommodating, providing a baby bath etc. It provides the perfect base to explore all that the new forest has to offer, has ample parking space, is very clean and sits in a private plot. Thanks again Chris for a great stay and for your great communication throughout our trip.
Superhost
Home in Dorset
4.72 out of 5 average rating, 71 reviews

Weymouth Beach Retreat Cottage - 2 Clifton Place

CatherineRating, 5 stars1 month ago
I had a great stay here. The house was comfortable, clean and well-equipped. It was a very short walk from the train station, and really close to the beach.
Guest favourite
Home in Dorset
4.94 out of 5 average rating, 95 reviews

BEACH HOUSE: sleeps 14 right on Sea / Beach / Sand

FionaRating, 5 stars2 days ago
This is our third time here and we love it. It’s the perfect house for a large family group of different ages. The house has everything you need and so many toys and games our kids think it’s amazing. Always spotlessly clean. The most perfect location across from the beach and walking distance from the train station and shops. We will be back again!! Thanks so much !
Top guest favourite
Home in Dorset
5 out of 5 average rating, 32 reviews

Sea Pilot's Cottage | On the harbour | Sleeps 6

RoxanneRating, 5 stars5 days ago
Our stay at Sea Pilot’s Cottage was absolutely amazing, we loved every minute! Our hosts were extremely friendly and helpful. The cottage itself was stunning, with beautiful decor and lovely homely touches like fresh flowers and a bottle of fizz on arrival. The location was amazing, and the view is quite spectacular! Thanks for everything!
Top guest favourite
Home in Stubhampton
5 out of 5 average rating, 118 reviews

Stylish Barn Conversion

AncaRating, 5 stars3 days ago
Our stay was absolutely magical! The place exceeded all our expectations — it was spotless, beautifully decorated, and had everything we needed for a comfortable and relaxing stay. The host was incredibly kind, responsive, and made us feel so welcome from the moment we arrived. The location was perfect: peaceful, close to nature, and ideal for creating unforgettable memories with the family.
Guest favourite
Home in Weymouth
4.98 out of 5 average rating, 51 reviews

Wolf Cottage - Stunning Harbourside Cottage

SamanthaRating, 5 stars3 months ago
I was actually disappointed when I first arrived. I had booked a "stunning harbourside cottage" only to discover this cottage is not by the harbour. However, the stunning part is accurate. It is a really lovely property that has been lovingly made into a home-from-home. Once you get over not being by the harbour, it is in a good location that is accessible to all Weymouth has to offer. We had a fabulous stay and would absolutely go back. Tim is a delightful and dedicated host.

Private house rentals

Guest favourite
Home in Dorset
4.9 out of 5 average rating, 30 reviews

Beautiful cottage with sea views & sunsets

VidyaRating, 5 stars1 month ago
We had a lovely stay at 2 Castle in Dorset. The property was full of charm, with a perfect blend of character and comfort. Everything was clean, well-maintained, and thoughtfully prepared. The kitchen was well-equipped, the beds were very comfortable, and we really appreciated the extra bed Peter put in for our little one. The location was fantastic—quiet and peaceful, yet close enough to explore the beautiful Dorset countryside and coast. Communication with Peter was smooth and responsive throughout, and check-in was easy. There was a little play area right opposite to the house and my little one enjoyed playing there. Overall, a wonderful spot for a relaxing getaway. We’d definitely stay here again and highly recommend it to others.
Top guest favourite
Home in Winfrith Newburgh
5 out of 5 average rating, 63 reviews

Cobweb Cottage, Winfrith Newburgh

ApichatRating, 5 stars1 week ago
It was great experience staying at The Cobweb cottage as it is very beautiful, nice and clean. We enjoyed our time there. I also would like say special thanks to Celia who was very proactive and responsive to our request.
Superhost
Home in Dorset
4.84 out of 5 average rating, 38 reviews

Coastal Retreat

KatherineRating, 5 stars3 days ago
Super house! Super comfy! Highly recommend!! Rachel went out of her way to help us a few times! Massive thanks for being so helpful
Superhost
Home in Portland, Dorset
4.88 out of 5 average rating, 51 reviews

Seaview Home w/Private Garden,BBQ,Decking,Fire Pit

KrishanRating, 5 stars3 weeks ago
We had a lovely, peaceful stay at Kilpa’s place which is perfectly situated around farmland, with coastal walks, a pub and other amenities nearby. Her comms were brilliant throughout and she couldn’t have been more accommodating. I’d happily recommend her place to anyone looking for a great getaway in Dorset.
Guest favourite
Home in Dorset
4.93 out of 5 average rating, 59 reviews

The Beach House

RhiannonRating, 5 stars1 week ago
Lovely location within walking distance of Weymouth Seafront! 7 of us stayed here with a dog and used as a base for walking part of the south west coastal path for Father’s day. The hosts were very responsive, helpful and considerate! Would 100% recommend staying, very homely, comfy and had everything needed for our stay. Thanks so much!
Top guest favourite
Home in Dorset
4.98 out of 5 average rating, 65 reviews

Newly renovated, 3 bed, 200m from beach, parking

ElliceRating, 5 stars3 days ago
Wow! What can I say apart from AMAZING! not only is Sarah one of the kindest most helpful human beings her holiday home is next level of beautiful. The standard of decor and amenities is at the highest level and the home is absolutely cleaned to the highest standard- almost like it was brand new and unused! Sarah was so helpful literally planned my whole weekend for me so we saw and made the most of our time and made my partners 40th birthday surprise really something else! We would definitely be back to Sarah’s place as it was local and accessible and met beyond all our needs. You should be very proud Sarah you have an amazing home ! Thank you ☺️
Top guest favourite
Home in Corscombe
5 out of 5 average rating, 63 reviews

'The Barn' @ Pitts Farm

CameronRating, 5 stars1 week ago
Jenny’s cottage was absolutely perfect – beautifully decorated, cosy, and spotlessly clean. It had such a warm, welcoming feel that made us feel at home straight away. Jenny was a wonderful host – so thoughtful and friendly. She left us a lovely hamper with treats and essentials, checked in to make sure everything was going smoothly, and even invited us out to the local pub, which was such a nice touch! Everything was spot-on, and we honestly couldn’t have asked for a better stay. We had such a special weekend and would 100% love to come back. Highly recommended!
Top guest favourite
Home in Dorset
5 out of 5 average rating, 17 reviews

1GB Wifi | SuperKing bed | Sport TV | Washer/Dryer

DanielRating, 5 stars2 days ago
A really pleasant stay, the house was beautiful and the little extra touches went a long way, Barney was very responsive and very flexible with us. He made it a very enjoyable and stress free trip and considering we were travelling an 18 month old that is always appreciated. The house was also super child friendly, with all the items needed for children including cupboard locks and stair gates which was a nice touch.

Quick stats about house rentals in Weymouth

  • Total rentals

    270 properties

  • Nightly prices starting at

    $26 SGD before taxes and fees

  • Total number of reviews

    8.7K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

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