Family-friendly holiday rentals in Winchcombe

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Winchcombe family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cottage in Worcestershire
4.93 out of 5 average rating, 577 reviews

Riverside Cottage

DawnRating, 5 stars3 weeks ago
Riverside Cottage was perfect for a restful week away before my operation. The scenery was stunning and the location so peaceful. The dogs were happy as they could could come and go as they pleased as the garden was so secure. Everything you need for a break away was supplied and the host was a message away if you had any queries. The hottub was an added bonus and was made the most of throughout the week!! A most enjoyable break, we will definitely be back
Guest favourite
Tiny home in Mickleton
4.9 out of 5 average rating, 240 reviews

Little Country Houses - Finley's Fort + hot tub

LewisRating, 5 stars2 days ago
Had the most amazing few days away, spotless cabin in a beautiful location. Will 100% be coming back. 5*
Guest favourite
Home in Cerney Wick
4.89 out of 5 average rating, 151 reviews

Mayflower Lodge | Lakeside | Hot Tub | Kayak

AlisonRating, 5 stars1 week ago
Wow what a beautiful place! We booked this for a special wedding anniversary to celebrate with our close family. The gift of a bottle of wine and a cake was such a lovely touch. Thank you so much. We all thoroughly enjoyed our stay at Mayflower. The young children loved seeing the ducks and wildlife come right up to the deck, and the adults loved the hot tub. The robes were a lovely touch too. We had no problem finding the Mayflower and the instructions for checking in and the online guidebook were very useful. There is so much to do on the doorstep if you can drag yourself away from the lodge. It was such a peaceful and magical place and somewhere I would love to return to.
Guest favourite
Cabin in Oxfordshire
4.95 out of 5 average rating, 840 reviews

Rectory Farm Retreat

PollyRating, 5 stars2 weeks ago
It was so quiet and peaceful, felt so relaxed and comfortable, hope to come back again
Guest favourite
Shepherd’s hut in Hook Norton
4.95 out of 5 average rating, 128 reviews

Apple Hut - The Orchard - Lower Nill Farm

LeeRating, 5 stars4 days ago
Everything was just perfect. Very easy checkin, clear instructions on how to use everything, beautifully furnished with great amenities, loved that we could buy local produce too. Highly recommend staying here if you want to be at one with nature and have a few days to switch off. We will definitely be back!!
Guest favourite
Guest house in Gloucester
4.96 out of 5 average rating, 406 reviews

The Hut and Tub

EmmaRating, 5 starstoday
Amazing stay! The hut was exactly like the photos and just as described The thoughtful touches Prosecco milk cake hot chocolate and chocolate were lovely and really made us feel at home The hut was well appointed and everything had been well thought through and we did not want for anything The fact the washing up was done for you again added to the experience! The hot tub and view were beautiful and we were so lucky with the weather we made full use of the outdoor space Great recommendations on walks and places to eat! Thank you for a fantastic stay and being an amazing host- you went above and beyond!
Top guest favourite
Cottage in Longhope
4.96 out of 5 average rating, 408 reviews

Mill Garden Lodge Romantic Spa break in the Forest

ClareRating, 5 stars3 weeks ago
Beautiful location perfectly clean and comfortable . Slight disturbance due to busy road noise but other than that the perfect place to stay.
Guest favourite
Home in Mathon
4.9 out of 5 average rating, 144 reviews

Luxury Tree House, Enchanted Woods, Yurt & Hot Tub

NikkiRating, 5 stars1 week ago
We had an absolutely wonderful stay at the Luxury Tree House. The property is even more beautiful than the pictures — spacious, cozy, and immaculately clean. The setting is peaceful and surrounded by nature, perfect for a relaxing getaway. The hot tub was a definite highlight, especially in the evenings. Pam was a fantastic host — very responsive, helpful, and accommodating. Check-in was seamless, and everything we needed was provided. We would highly recommend this unique property and hope to return again!

Family- and pet-friendly home rentals

Guest favourite
Cottage in Stow-on-the-Wold
4.89 out of 5 average rating, 472 reviews

Beautiful cottage perfectly located in Stow Square

AbbieRating, 5 stars6 days ago
Had a fantastic few nights at Nicky’s cottage in the Cotswolds. It was a great base for exploring the area. Bed was really comfortable and the bread and wine that was left was very thoughtful. Would definitely recommend this lovely home.
Top guest favourite
Flat in Weston Subedge
4.97 out of 5 average rating, 732 reviews

The Quart

HannahRating, 5 starstoday
My husband and I had such a lovely stay at Sarah and Sim’s place while in the Cotswolds for a wedding at nearby Lapstone Barn. It was the perfect base for us for the weekend - cosy and peaceful and had everything we needed, and more! The breakfast spread was so thoughtful and very much appreciated. Would highly recommend this air BnB. Thank you both!
Guest favourite
Cottage in Stroud
4.93 out of 5 average rating, 488 reviews

Stunning Private Cotswold Cottage with views

MerelRating, 5 stars2 weeks ago
Hope Cottage is amazing. The location is wonderful, the house itself has everything you need and makes you feel like you're staying in a proper British cottage. Sarah is an amazing host: she answered any questions I had very quickly and was just in general very kind. One thing to note: the house isn't built for tall people. I'm 181 cm tall (about 5'11) and I had to bend down a bit whilst going through doorways or using the shower. It didn't really bother me, but it's just something to be aware of. Whether you want a quiet retreat or a homebase to explore the area, this is an amazing place to do so!
Top guest favourite
Flat in Great Malvern
4.96 out of 5 average rating, 467 reviews

Garden Flat right on Malvern Hills

FrancesRating, 5 starstoday
Thank you so much for a great 2 night stay at the flat . The location was perfect for walking on the Malvern hills and exploring the town .. Thanks for the breakfast and warm welcome .You thought of everything . Beautiful garden to sit in and listen to the birdsong . Would definitely recommend. Thank you . I will be back for sure .
Guest favourite
Cottage in Northleach
4.85 out of 5 average rating, 361 reviews

Cotswold Cottage in Northleach

RebeccaRating, 5 stars4 days ago
really lovely place surround by not just beauty but a friendly village with lots of history.
Top guest favourite
Cottage in Inkberrow
5 out of 5 average rating, 110 reviews

Old Windmill Lodge, tranquil countryside retreat

JacquelineRating, 5 stars1 week ago
WOW ! Had a great holiday ! We didn’t want to leave ! Windmill Lodge is a little peace of Heaven Set In idyllic surroundings with a beautiful pond (loved the ducks ) And peaceful surroundings Lisa was a great host Greeted warmly and surprised with a welcoming card and “scrummy” cake to start the holiday off well. Tea and coffee and milk provided in a well equipped spotless,kitchen Furniture very comfy All rooms were very clean and of a high standard with plenty of little touches in every room to make us feel at home Lisa was on hand if we needed anything but we had our privacy. Definitely recommend this WONDERFUL place Hope to visit again in the future Thank you Lisa for making our holiday so special Best Wishes Jackie ,Tim ,Davie
Guest favourite
Holiday home in Upper Swell
4.78 out of 5 average rating, 409 reviews

Clematis Cottage, Cosy Cotswold Cottage

HarryRating, 5 stars1 week ago
Faultless stay. Beautiful setting in the heart of the Cotswolds. Within 20 minutes of all the typical tourist attractions. The grounds themselves are beautifully done with great dedicated areas for dogs to roam in an enclosed field as well as smaller gardens attached to each cottage for them. The Padel courts were brilliant quality and the tennis courts were great also. Friendly staff on site and we hope to come back with a bigger group of friends in the future!
Guest favourite
Home in Painswick
4.95 out of 5 average rating, 221 reviews

Dove Lodge Painswick

JagtarRating, 5 stars5 days ago
lovely place to stay very peaceful with a beautiful garden and great location very comfortable bed and sofa and the property was well equipped

Family-friendly home rentals with a pool

Superhost
Home in Somerford Keynes
4.87 out of 5 average rating, 71 reviews

Peaceful lakeside retreat, in a private gated area

DavidRating, 5 stars2 months ago
Stunning house, beautifully furnished and well kitted out. Amazing location with great facilities on site for all ages. Perfect for our multi-generational holiday.
Guest favourite
Home in Somerford Keynes
4.85 out of 5 average rating, 125 reviews

Dog friendly stay with hot tub & 4 swimming pools

LauraRating, 5 stars2 weeks ago
We spent 6 days at Rob’s place with our 3 children. The weather was not our friend but the onsite swimming pool meant we still had a fabulous time. The hot tub was a great addition to the property. The cottage had plenty of room for us all & the spa facilities were fantastic. Great location as well, we had a lovely morning wandering around Cirencester. Rob was super helpful. We used 2 of the recommended places to eat & both were fantastic options. Lovely stay!
Guest favourite
Guest house in Cotswolds
4.85 out of 5 average rating, 224 reviews

Summerhouse with wood burning stove

JamieRating, 5 stars4 months ago
The perfect escape! Farahnaz and Paul are really helpful, very friendly and knowledgeable of the area. The Summerhouse is so secluded and cosy. it really is a proper escape from the "Busy Life" Shakurs on the corner is a great place to eat if you get the chance. Thanks again Farahnaz & Paul, We will be back.
Top guest favourite
Guest house in Chipping Norton
4.94 out of 5 average rating, 110 reviews

Hoarstone - Cosy country cottage

RachelRating, 5 stars1 week ago
Beautiful peaceful spot in the Cotswold countryside. The cottage is spacious and well equipped with great walks straight from the door. The pool was such a fantastic asset and really added to our holiday.
Superhost
Home in Somerford Keynes
4.81 out of 5 average rating, 142 reviews

Pennyroyal Lodge - HM31 - Lakeside Spa Property

Ashik MohammedRating, 5 stars1 week ago
Calm place and well maintained, we enjoyed the stay.
Superhost
Cottage in Southrop
4.84 out of 5 average rating, 253 reviews

Beautiful Old Cotswold Cottage with shared pool

MelanieRating, 5 stars3 weeks ago
Beautiful cottage in a lovely location. Easy walk to the pub across the fields and a lovely owner who was very responsive and willing to share her dogs with our children! Pool is a fab bonus and location is great for local villages and attractions, such as the Cotswold Wildlife Park. We didn’t want to leave and have already re booked!
Guest favourite
Apartment in Chedworth, Cheltenham
4.93 out of 5 average rating, 338 reviews

Cosy, rural apartment with breakfast hamper

OliverRating, 5 stars3 weeks ago
Rosalind was a very friendly and communicative host. She offered a range of breakfasts and recommended some lovely local walks. The property was in a fab location with lots of nice walks/pubs nearby.
Superhost
Flat in Somerford Keynes
4.79 out of 5 average rating, 19 reviews

Pochard (HM109), apartment at Lower Mill Estate

KimRating, 5 stars5 months ago
Lovely clean place on a lovely site. There was a thoughtful little hamper of some food and milk and a treat box for our dog when we arrived which was a nice touch! Wish we had stayed longer, the pool and cafe were great! The terrace was massive with lots of chairs on and we’d love to come in the warmer months!

Quick stats about holiday rentals that are family-friendly in Winchcombe

  • Total rentals

    100 properties

  • Nightly prices starting at

    $103 SGD before taxes and fees

  • Total number of reviews

    6.2K reviews

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    100 properties include access to wifi

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